Per My Last Email

In this episode, Kaila and Kyle are joined by author Brad Stulberg to dig into what we get wrong about “excellence,” what true excellence really looks like, and the achievable strategies to achieve it. Also check out Brad’s new book, The Way of Excellence: A Guide to True Greatness and Deep Satisfaction in a Chaotic World.

00:00 Intro

02:08 How Brad define’s “excellence”

05:47 What is “zombie burnout”?

07:59 How to avoid a sh**** flow state

11:05 Identity house 

18:38 Should we be thinking in terms of a “minimum effective dose”?

21:42 The real meaning of grit 

25:32 How do you know if you’ve found fit in a given profession?

28:01 Brad’s views on failure

31:35 Can a growth mindset ever handicap you?

33:44 The first step towards excellence

This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 

Find Granola-generated notes on this episode here: 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with your boss to how to ask for remote work accommodations, this episode addresses a wide range of relatable scenarios. 

00:00 Intro

02:56 Question 1 - Can you befriend your boss?

10:37 Question 2 - Can I ask for a raise after a round of layoffs?

15:50 Question 3 - How can I ask for remote work accommodations?

21:57 Question 4 - How should you prepare for a merger/acquisition at your company?

This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 

Find Granola-generated notes on this episode here: https://notes.granola.ai/t/4c7f65b0-fdee-40ca-9e1c-e9aa332279f7-009c2hma

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Aiko Bethea, Founder of Rare Coaching, to talk about the hidden bullsh*t at work, how it’s holding you back, and what you can do about it. From holding yourself, your colleagues, and even bosses accountable, to freeing yourself of a scarcity mindset, this conversation is packed with practical advice for anyone feeling stuck in their career. 

And don’t forget to pick up Aiko’s new book, Anchored, Aligned, Accountable: A Framework for Transcending Bullsh*t and Transforming Our Lives and Work.

00:00 Intro

02:04 What Aiko is referring to when she talks about bullsh*t

04:57 The Bullsh*t Asymmetry Principle 

06:13 Using the anchored, aligned, accountable framework 

11:37 How to figure out your values

17:42 Finding the motivation to get clear on your values

21:22 How to hold colleagues, peers, and higher-ups accountable

25:13 The important role of curiosity

28:00 How do you counteract a scarcity mindset?

33:07 How do you know when your identity is too tied up in your work? 

38:45 The best first step towards getting anchored, aligned, and accountable

This episode was sponsored by Granola. Head to granola.ai/brew to try Granola for free. That’s granola.ai/brew to try it today for FREE. 

Find Granola-generated notes on this episode here: https://notes.granola.ai/t/3956660c-bf65-4fc9-a36e-c0781be3c119-008umkv4 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down the five sneaky (and surprising) things that are affecting your career, and what you can do about them. 

00:00 Intro

02:42 Why your commute is more important than you think

08:00 Tactics if your commute is negatively impacting your career

11:00 How discussing your AI use can impact your career

17:59 The consequences of being unknown at work

22:27 Tactics for making yourself better known at work

24:51 How bad tech affects your career

30:16 Dealing with manager burnout

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Rebecca Hinds, PhD, author of Your Best Meeting Ever: 7 Principles for Designing Meetings That Get Things Done. Rebecca breaks down the science behind why meetings so often fail—and shares research-backed tactics to decide which meetings are actually worth having, and how to design them for better outcomes.

00:00 Intro

02:36 Why do meetings suck?

03:47 Meeting Doomsday 

05:40 Determining which meetings are actually useful

08:03 Considering remote employees

10:11 Making better meeting agendas

13:53 How to stop attendance inflation

16:13 How to manage the dominant speaker in a meeting

19:48 The “meeting-free day” debate

23:30 The value of a pre-read

25:55 Game: So Crazy It Just Might Work

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the politics of displaying wealth at work, and how the perception of it depends on what stage you are at in your career. When does it go from being gauche to cool to flaunt your wealth at the office? And is it ever strategic to appear more or less wealthy than you actually are?

00:00 Intro

01:40 Why we’re discussing wealth at work

04:43 Kaila’s and Kyle’s experiences with the perception of wealth early in their careers

10:45 What the research says about how flaunting wealth impacts perception

14:11 How presenting wealth becomes a strategy mid-career

22:37 Displays of wealth later in your career

29:02 Per My Last Policy

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by LinkedIn Chief Economic Opportunity Officer (and former speech writer for President Obama) Aneesh Raman to talk about why we can be optimistic about AI. Aneesh’s new book, Open to Work: How to Get Ahead in the Age of AI, challenges the notion that AI is the death of entry-level work and instead argues that the technology is simply changing work as we know it in exciting and innovative ways.

00:00 Intro

02:30 How does AI unleash human potential?

06:25 Will AI weaken our ability to think?

11:48 Will AI increase the potential for cognitive debt?

14:35 How will AI change the workplace?

19:16 How should recent college grads be thinking about this moment?

27:11 What is the most important skill to have right now in your career?

31:51 Advice for getting started with AI if you come from a more rigid, less creative role

This episode was sponsored by Allergy Insider. Ask your primary care provider about getting tested with your local respiratory allergy profile today. Learn more at: allergyinsider.com/questionnaire

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

While there is a lot of advice out there about what to do if you’ve been laid off, there isn’t a lot of information for how to manage if you’re one of the lucky (or not so lucky) survivors of a layoff. From being more vulnerable to burnout to taking on more responsibilities, Kaila and Kyle discuss how to handle surviving a layoff both emotionally and professionally, as well as discuss how they navigated their own layoff survival stories. 

00:00 Intro

03:06 Kaila and Kyle’s layoff survival story

07:35 What NOT to do if you’ve survived a layoff

12:27 How your work changes post-layoff

16:48 Another important thing to get clear on post-layoff

18:54 How Kaila and Kyle handled getting assigned entirely new roles post-layoff

24:23 How your working identity can shift post-layoff

29:18 How to talk about your layoff survival story

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by author, speaker, and ZipRecruiter career expert Sam DeMase (@apowermood) to share the best tips for landing a job in the age of AI. From understanding how recruiters think and operate, to structuring your resume for maximum impact, to mastering the “upper third,” this is one episode you don’t want to miss.

00:00 Intro

01:10 What is the life of a recruiter like?

06:28 How people are finding new jobs is changing

09:28 How to make yourself more appealing to recruiters on LinkedIn

12:59 Shifting from a experience-based resume to a skills-based resume

16:57 Is there still value in cold-applying to jobs?

20:15 How AI plays into the hiring process 

26:14 What Sam has learned about motivation from working as a recruiter

29:14 Game: Hiring Faux Pas, or Nah?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss drug culture and how to navigate it when it interacts with your professional life. Should you talk about your weekend marijuana use with your colleagues? Is Zyn use at the office hurting your reputation? And how many drinks should you actually have at the company party?

00:00 Intro

01:23 Disclaimer

04:01 Accepted and normalized drugs

08:17 Navigating drinking culture in the workplace

15:11 Discussing marijuana at work

23:07 Zyn 

29:13 Per YOUR Last Email 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle celebrate the 100th episode of Per My Last Email with a fun and informative variety show, followed by a surprise walk down memory lane at the end.

00:00 Intro

00:32 News You Can Use

07:55 A check-in with our Gen Z correspondents 

15:00 Game: Slay or Nay?

18:41 Skillcation report

23:47 Per My Last Email gets a performance review

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kyle sits down with venture capitalist and author Bill Gurley to talk about how to figure out your passion, what people get wrong about networking, and why pursuing your dream career isn’t such an idealistic idea. 

00:00 Intro

01:23 How do we recognize if we have a “passion”?

04:40 Do we spend enough time in a sampling period?

08:48 Something Bill advises young people to ask of older adults

09:14 How Bill responds to the pushback that people should aim for a stable, money-making career instead of their dream jobs

11:21 On mentorship and networking

17:09 Bill’s “Go where the action is” principle 

21:54 Advice to people early in their career with regards to emerging technologies

Be sure to check out Bill’s new book, Runnin’ Down a Dream: How to Thrive in a Career You Actually Love.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss their thoughts on the age-old question: is it ever okay to be emotional at work? Listen to hear their anecdotes of crying with colleagues, surface acting vs. deep acting, and why they think emotional intelligence is so crucial at this point in time. 

00:00 Intro

04:26 The aim of this episode

07:27 Affective Events Theory

09:53 Primal Leadership by Daniel Goleman 

14:15 Is going with your gut an example of being emotional?

17:33 The contagious effect of emotions

20:42 Crying at work

25:16 Surface acting vs. deep acting

27:42 The gender disparity when it comes to emotions in the workplace

29:57 Tactics

32:20 Per YOUR Last Email

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle revisit the topic of AI (2 years after their first episode on the topic) and discuss the major objections to AI, how the perception of the technology has changed recently, and the best ways to use it to enhance your work.

00:00 Intro

01:27 How our perceptions of AI have changed in the past 2 years

03:56 The shifting public perception of AI - efficiency vs. enhancement

12:38 First objection to AI - environmental concerns

18:13 Second objection to AI - it’s weakening our ability to think

22:08 Third objection to AI - the controversy over the way AI was trained

23:41 Use cases and tactics

31:44 The most common error Kyle sees people making with AI

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle share their predictions for work and work culture in 2026. From “job kissing” to the careers we think might be eliminated in 2026, you’re not going to want to miss this episode. 

00:00 Intro

01:48 Prediction #1: Slight imperfections will be a sign of effort

06:06 Prediction #2: There will be a premium on being able to explain the business impact of your work

08:50 Prediction #3: “Job kissing”

13:06 Prediction #4: Your degree and your network will matter more than ever before

17:18 Prediction #5: The two career paths that won’t exist by 2027

23:54 Prediction #6:  Career growth is going to become a lot harder 

27:12 Bonus Wackadoodle predictions

28:32 Per My Last Policy

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss uncertainty at the individual, external, and societal level, and share their best strategies for managing and coping with the anxiety that comes with it. 

00:00 Intro

03:08 Addressing uncertainty on the individual level

08:57 Kyle’s bucketing approach for tackling uncertainty

15:23 Dealing with external, corporate-level uncertainty

22:28 Discussing uncertainty at the societal level

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this special bonus episode, Kaila and Kyle sit down with Industrious president Anna Squires Levine to discuss the role that connection plays at work, the future of offices and hybrid vs. remote work, the role of leadership in the modern workplace, and advice on making career pivots.

00:00 Intro

01:16 University of Chicago Booth School of Business study on human connection

07:45 What most companies get wrong about how to design a great working environment

10:31 Advice for companies trying to introduce more fun into their culture 

12:42 How should leaders think about creating a great workplace given the mixture of hybrid, remote, and in-office employees?

15:57 Game: Ask Anna

22:43 How Anna approaches building a culture of energy (vs. one of burnout)

25:37 Anna’s advice for those looking to make a career pivot

29:47 What parenting has taught Anna about navigating work

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle get into personal finance—the money lessons they learned the hard way throughout their careers, and how they approach managing their savings, investments, and spending now.

00:00 Intro

02:36 A big wake-up call money moment in Kaila’s life

07:27 Kyle’s big wake-up call money moment

10:21 Kaila’s experience with lifestyle creep

13:56 An important salary negotiation in Kyle’s career 

18:10 Learning to how to spend based on your values

21:40 Structuring your compensation

25:18 How Kaila and Kyle structure their savings and personal finances

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle share the productivity tips that help them accomplish their to-do list, and to get your 2026 off to a strong start. 

00:00 Intro

02:20 Kaila’s and Kyle’s word of the year

04:30 Productivity tip #1: The Sunday Setup

09:29 Productivity tip #2: The Bullet Journal

13:06 Productivity tip #3: Commit to S***

16:57 Productivity tip #4: Lean into the Eustress Curve

19:09 Productivity tip #5: Time Block the Bull****

22:20 Productivity tip #6: Create Boundaries Around Your Energy

25:18 Productivity tip #7: The Great Filter

26:03 Bonus listener question

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss why there is a fear of being “left behind” in the workplace in 2026, and what you can do to avoid that outcome. 

00:00 Intro

02:08 Where the “left behind” framing is coming from

04:19 The “K-shaped” economy

09:02 Kyle’s hot take prediction on 2026

13:58 How to set yourself up for success in 2026

16:50 How Kaila and Kyle have started incorporating AI into their workflows

23:14 An example of how AI proved to be incredibly helpful in Kaila’s work

25:52 Another key tip for not falling behind in 2026

28:22 Extreme prioritization

31:09 The parable of the farmer

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down their 5-step goal-setting framework that will help you get promoted in 2026. 

00:00 Intro

02:17 Step 1 of goal-setting: Get clear on your company’s goals

07:21 Step 2 of goal-setting: Pick a word of the year

10:14 Step 3 of goal-setting: SMART goals

13:47 An important detail of setting SMART goals

17:08 Step 4 of goal-setting: Getting input

20:02 Step 5 of goal-setting: Create a check-in system

25:58 What if your goals are determined for you?

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

This week, we’re bringing you a special (and very fun) variety show-style holiday episode. Listen to hear Kaila and Kyle quiz each other on 2025 news trivia, followed by a listener-submitted Am I the A******?, 2025 work rants, and finally our rose, bud, thorn of 2025.

00:00 Intro

01:31 2025 Workplace Trivia

18:26 Listener-submitted “Am I the A******?” Segment

24:12 Work rants

30:36 2025 Rose, Bud, and Thorn

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down their simple and effective End of Year Reflection Framework, which will help you give the best end-of-year performance review possible. 

00:00 Intro

01:55 Kaila and Kyle’s 2025 overall vibe check

04:52 Step one of the reflection framework

08:34 Step two of the reflection framework

16:01 Big takeaways from completing the first two steps of the 4-step reflection framework

19:35 Step three of the reflection framework

27:46 Step four of the reflection framework

34:39 Step five of the reflection framework

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this very special bonus episode of PMLE, Kaila and Kyle are joined by comedian, actor, and producer Joel Kim Booster to get his holiday hot takes. Listen to hear how Joel would organize his own office holiday party, the rule he thinks would make corporate America more fun, and his honest opinions in a round of Iconic of Moronic. 

00:00 Intro

00:31 What Joel’s performance review would say if he held an office job today

02:02 The most unhinged party theme Joel would institute if he were in charge of the office holiday party

03:09 The office rule Joel would put in place that would make everyone’s work a little more chaotic and a lot more fun

04:34 Rapid Fire Round

09:34 Iconic or Moronic

A very special thanks to Cup Noodles for making this episode possible. Follow Cup Noodles to see which lucky Joel Kim Booster fan will receive an office party rescue.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss both how family has influenced their career paths, how they talk about work with their families, and the importance of figuring out what the right amount of spillover is between work and family life.

00:00 Intro

01:40 How Kaila and Kyle talk about work with their families

07:28 The “spillover-crossover model”

13:19 The danger of co-rumination

15:42 How Kaila’s family influenced her career path

20:34 How Kyle’s family influenced his career path

25:12 Tactics

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

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TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is it possible for us to start to digitally “detox” while still leveling up at work? In this episode, Kaila and Kyle are joined by Kate Noel (host of the podcast People Person, and Morning Brew’s SVP of People Operations) to talk about how we can start to become less dependent on our screens, while still remaining diligent at our jobs. 

00:00 Intro

02:53 Should we even be trying to digitally detox?

06:37 How Kate, as an HR leader, is approaching organizational boundary setting

10:55 How to cultivate a boundary-respecting culture within an organization

15:08 How to help cultivate a boundary-respecting culture as an individual contributor

17:27 A different way to think about “work-life balance”

22:12 Should we be on our phones when we’re not working?

27:15 “You don’t rise to the level of your willpower, you fall to the level of your systems.”

32:49 An important thing to consider if you’re feeling overwhelmed at work

34:12 Final tactics for setting better boundaries at work

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Check out People Person here: https://www.podpage.com/people-person/ 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down and debate the worst career advice they’ve ever heard, and what they think you should do instead.

00:00 Intro

02:45 Bad advice #1

09:28 Bad advice #2

16:28 Bad advice #3

23:30 Bad advice #4

27:50 Work rant

This episode was sponsored by Industrious. Try out Industrious for yourself with a day pass OR a meeting room booking, now 50% off for Per My Last Email listeners. Visit industriousoffice.com/pmle to get your discount or free tour. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dig into “crisis culture” at work—what it is, how it came about, and what you can do about it if you’re experiencing it in your own workplace. 

00:00 Intro

01:35 What is “workplace crisis culture”?

02:35 Why is this crisis culture happening?

09:49 How crisis culture has affected Kaila’s career

14:42 Kyle’s own experience with crisis culture

19:14 Another way to think about urgency

21:07 Tips and tactics for handling a workplace crisis culture

This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle sit down with journalist, media executive, entrepreneur, and NKA Media founder Nora Ali to talk about the realities of becoming your own boss. Nora gets extremely candid about what pursuing entrepreneurship really looks like in detailing her transition from the traditional 9 - 5 to founding her former startup Mason Media.  

00:00 Intro

02:09 Nora’s career trajectory

05:15 Why Nora decided to pursue starting her own business when she did

09:09 The unexpected downsides of becoming your own boss

16:21 The physical toll being an entrepreneur took on Nora

18:12 How Nora navigated the transition from a creative career to having to handle the business side of her own business

24:53 On debating whether or not to re-join corporate America

27:06 Advice for people considering making the leap into entrepreneurship 

29:02 The value of having a life or career “theme”

31:40 A final piece of advice for an aspiring entrepreneur

This episode was sponsored by Superhuman. You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle give their strong and uninhibited opinions on some more spicy work-related AITA Redditor submissions. From refusing to cover for colleagues to reporting them to HR, this episode brings the drama. 

00:00 Intro

02:23 Scenario #1 - The Credit Thief

09:35 Scenario # 2 - The Scrooge Boss

17:02 Scenario #3 - The Shady Firm

21:54 Scenario #4 - The Office Narc

This episode was sponsored by Superhuman.  You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the demise of the traditional corporate structure—from co-CEOs, to the elimination of middle managers, and even the death of workplace loyalty. It seems like everything we know about the way companies are organized are changing, so what does this mean for you?

00:00 Intro

01:43 What’s unique about this moment in time for workplaces

04:36 A possible explanation for why these company structures keep changing

07:46 The AT&T memo and how workplace loyalty has changed

13:18 So what comes next for corporate structures?

14:25 “The Dead Economy Theory” 

17:08 The example of Zappos’ “holacracy” 

22:38 What you can do to brace yourself in this evolving landscape

This episode was sponsored by Superhuman.  You can check out Superhuman today at superhuman.com/podcast. 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the pivotal life experiences that helped them in their careers in unexpected ways. Listen to hear Kaila and Kyle’s personal stories of rock-bottom moments and personal epiphanies that have ultimately made them better at their jobs.

00:00 Intro

03:13 Kyle’s biggest experience with failure

08:06 Kaila’s biggest experience with failure

11:54 The non-work things that have contributed to Kaila’s and Kyle’s careers

16:35 What Kyle learned from making his first podcast

19:28 An early epiphany in Kaila’s career

21:55 The international experience that changed Kaila’s perspective

27:40 What Kyle’s learned about cold-emailing people he admires

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle break down “The Great Lock-In”—the Q4 period where it’s advantageous for your year-end review to focus and get down to business. Listen to hear Kaila and Kyle’s extremely tactical and actionable advice on how to accomplish the most before the end of the year.

00:00 Intro

02:01 What “The Great Lock-In” is about

07:17 The first phase of “locking in”

13:14 The second phase of lock-in

17:47 Bullet journaling

20:00 Timeboxing  

23:42 Another important element of locking in

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the rise of the “quiet promotion,” how to know whether or not you’re receiving one, and what to do if you have. 

00:00 Intro

01:50 “job hugging”

07:42 Defining “quiet promotions” 

10:12 Why quiet promotions are happening

13:40 Kaila’s experience with quiet promotions

15:28 Kyle on whether he’s been quiet promoted

17:41 What to do if YOU’RE being quiet promoted

29:29 Recap: The 3 steps to take if you’ve received a “quiet promotion”

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are responding to listener-submitted career advice questions…and they’re juicy! From how to handle conflicting feedback to wading through the “work fluff”, this episode is chock-full of useful tactics for handling tricky work situations.

00:00 Intro

01:25 Grab Bag Question #1 - communication issues

06:38 Grab Bag Question #2 - conflicting feedback

12:50 Grab Bag Question #3 - learning about different jobs

18:05 Grab Bag Question #4 - office decor

22:39 Grab Bag Question #5 - work fluff

25:26 Grab Bag Question #6 - “yes man” boss

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle debate whether you should or should NOT pursue your office crush. That’s right—we’re talking office romance this week, and Kaila and Kyle hold strongly opposing positions on the matter, based in part on their own personal experiences.

00:00 Intro

02:57 Historical context for the conversation

04:23 Kaila’s opinion on pursuing a relationship in the workplace

08:19 The types of jobs where office romance becomes more likely

15:53 The most important thing to remember when considering a romantic relationship with a coworker

18:58 Power dynamics in coworker relationships

21:02 Disclosure

22:35 Never be the main character

26:28 Perception

28:19 Kaila’s 4 conditions for pursuing an office romance

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is it cringe to try too hard? In this episode, Kaila and Kyle are joined by Normal Gossip co-creator and Defector Media co-owner Alex Sujong Laughlin to talk about the ins and outs of being a “try hard” at work. Alex’s new podcast, Try Hard, documents people attempting things that they’re afraid to do, and in this episode you’ll hear about a couple of moments when Alex and Kaila’s fear of being cringe nearly held back their career progress.

00:00 Intro

01:40 What is “Try Hard”?

05:29 Why being a “try hard” in the office is perceived as cringe right now

12:33 An experience that almost derailed Alex’s career path

17:18 How to gently encourage trying hard

21:33 What’s the right level of earnestness at work?

25:42 Is LinkedIn posting cringe?

28:09 A time where Kaila’s fear of being “cringe” almost held her back in her career

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the current trend of laying off middle managers and the flattening of organizations, the impact this can have on individuals, and why we can’t forget the key roles that middle managers have in your career.

00:00 Intro

01:43 Who are the middle managers?

04:15 Stats illustrating the decline of the middle manager

06:40 How an absence middle managers can hinder your career

11:09 The goal of a middle manager, and what happens when they disappear

18:44 Why companies should realize the importance of a middle manager

23:45 What to do if you see a flattening of your organization

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

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Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss how AI is impacting the job market, what the future of work may look as more roles and industries become automated, and how to stand out in the age of AI-assisted hiring processes.

00:00 Intro

01:41 Research on the impact of AI on job seekers

06:28 The rise of the “he-cession”

10:07 How AI is impacting the job hunt for mid-career level individuals

14:02 Strategies for applying to jobs in the current environment

19:20 Tips for once you finally reach the interview process

24:03 A major networking pro-tip, especially if you have a small network

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the three most problematic toxic workplace scenarios, and how to manage each of them. Plus, wait ‘til the end to hear a bonus fourth toxic workplace scenario that you probably haven’t considered. 

00:00 Intro

01:42 Defining “toxicity” in the workplace

04:14 Stats on toxic workplaces

05:43 Toxic coworkers and how to handle them

11:46 How Kaila handled a former toxic coworker

16:34 Toxic bosses and how to handle them

24:45 An important note on “toxic bosses” 

25:59 Toxic workplace environments/companies, and how to handle them

32:19 When you find out that YOU’RE the toxic person

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle get educated on the four most important qualities of leadership that separate the top 1% of executives from the rest. Cassie Young, General Partner at Primary Venture Partners, joins Kaila and Kyle this week to discuss why these are the most important (and underappreciated) leadership traits, and why it’s important to know them even if you’re not a leader yourself.

00:00 Intro

02:32 Cassie’s career trajectory

08:00 “Highly forgettable people”

09:39 A tip for when deciding on a job based on the manager

10:21 The value of P&L fluency

15:44 Cassie’s favorite hack for getting more fluent in profit and loss

16:52 “First Team” leadership

24:03 “Pulse on Macromarket” 

29:08 The importance of “bat phone” relationships

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are discussing whether or not you can actually get wealthy in your 9 - 5 alone anymore. Is the American Dream dead, or just evolved? Listen to hear their takes on the best types of companies to work for if you want to build wealth without the side hustle.

00:00 Intro

01:40 How money has played a role in career motivation for Kaila

04:14 How money factored into Kyle’s career path

07:15 Stats on people’s perceptions of wealth

09:13 Where the traditional ideas about generating wealth are starting to break down 

14:18 The different paths today towards building wealth

17:00 The pros and cons of getting equity in your company

25:20 Evaluating your own expectations

29:53 The value if having an “F U fund”

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell to talk about a subject they know better than anyone—the reality of having a work bestie. Listen to hear Neal and Toby share the story of how they went from colleagues, to friends, to podcast co-hosts, and the unexpected benefits and potential drawbacks of having such a tight working relationship.

00:00 Intro

02:09 How Neal and Toby originally became friends

07:58 How being both friends and colleagues has affected their work

10:12 Developing the Morning Brew Daily show

13:31 On the period that Toby and Neal were together 24/7

16:14 Advice for someone unsure about cultivating a deep friendship at work

20:30 The difference between having work friends at a small company versus a larger one

23:00 Neal and Toby answer questions from their own Morning Brew Daily production team

29:41 Game: 

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss Kyle’s experience of paternity leave so far, what’s been the most surprising to him, and how he’s feeling about returning to his 9 to 5. 

00:00 Intro

01:32  Stats on maternity vs. paternity leave in the U.S.

05:02 Research on the impact of taking paternity leave on a father’s brain

08:11 How pat leave has been for Kyle

13:53 Kyle’s feelings around returning to work

18:24 How boundaries shift after paternity leave

23:37 How Kaila’s thinking about parental leave 

33:41 The systemic problem that lack of parental leave policy in the U.S. is creating

This episode was sponsored by Gamma. Try Gamma now at https://gamma.app/partners/pmle

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle debate what they consider to be some non-obvious but very real truths about the nature of work and career. Plus, listen ‘til the end of the episode to hear Kaila’s bonus productivity hack. 

00:00 Intro

00:26 “Per YOUR Last Email” segment

02:32 Non-Obvious Truth #1

05:30 The 3 “right” ways to be exploited at work

11:35 Non-Obvious Truth #2

19:33 Non-Obvious Truth #3

26:18 Bonus Productivity Hack of the Week

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss and debate the four types of jobs that they think everyone should have at least once in their career. Plus, listen ‘til the end to hear Kaila’s work fail of the week.  

00:00 Intro

01:06 Job #1

06:21 Pros and cons of working for a name brand 

10:54 Job #2 

20:04 Job #3 

23:44 Job #4 

29:32 Sequencing your career trajectory

32:08 Kaila’s work fail of the week

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the ins and outs of office politics, what it REALLY is, and how to improve on your office politicking skills in order to advance your career. 

00:00 Intro

03:09 The two buckets of office politics

07:48 Can you opt out of office politics?

10:24 Advice for groups who face more biases in the workplace

12:57 MIT study on promotions based on potential

15:07 Kaila and Kyle’s personal experience with office politics

20:34 Office politics for remote employees

23:02 Using meetings to build buy-in 

26:41 Asking for a promotion

29:19 Game: How Would You Respond?

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle discuss the difference between extrinsic and intrinsic motivation, and how to artificially generate it when you find yourself lacking motivation. 

00:00 Intro

00:51 Intrinsic motivation vs extrinsic motivation

03:08 Kyle’s intrinsic motivation vs Kaila’s extrinsic motivation

08:56 How Kaila hacks her motivation

14:52 Research-backed strategies for increasing motivation

19:24 Self-Determination Theory

21:50 Manufacturing competition

27:19 Two more tactics for hacking extrinsic motivation

32:52 Adam Grant’s study on radiologists 

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle dive into some conversation-sparking Reddit “Am I the A******?” submissions, and give their candid opinions on each. From whether or not you should share details of your personal life with your coworkers, to the ethics of applying for the same job as a friend, Kaila and Kyle bring some strong opinions. 

00:00 Intro

00:53 Scenario #1 - Retirement Gift

05:14 Scenario #2 - Applying for the Same Job as Your Friend

10:00 Scenario #3 - Keeping Personal Life Private at Work

18:25 Scenario #4 - Not Working Hard

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Kaila and Kyle talk about their biggest work fails, a different way to think about failure beyond simply as a “learning opportunity,” and share tactics on how to best move through and recover from failures in both work and career.

00:00 Intro

00:40 Kaila’s biggest work failure

04:20 Kyle’s biggest work failure

09:34 The problem with “I don’t fail, I either win or I learn.”

17:46 An NIH study on career failure among nurses

21:05 How to change your perception of “failure”

22:33 The importance of “getting ahead of it”

24:28 “post traumatic growth”

29:01 Tactics

Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My Last Email: https://www.permylastemailshow.com/ 

Watch Per My Last Email on YouTube:  

@PerMYLastEmailShow

Follow Per My Last Email

Instagram: @permylastemailshow

TikTok: @permylastemailshow

Twitter: @permylast_email

Have a question for us? Send us an email or voice note to permylastemail@morningbrew.com

Learn more about your ad choices. Visit megaphone.fm/adchoices

Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

Learn more about your ad choices. Visit megaphone.fm/adchoices