Per My Last Email

In this episode, Kaila and Kyle discuss what having high agency at work really means, the problems having high agency poses in certain contexts, and how to cultivate more of it in order to help your career. 

00:00 Intro

01:20 Defining what having “high agency” is 

06:52 The elements of high agency

10:34 An important point about having agency

14:17 An important element of truly effective high agency

15:03 A time when Kaila demonstrated high agency in her career

17:46 A time when Kyle demonstrated high agency in his career

21:32 A debate on the merits of disagreeableness 

30:22 Research on the “internal locus of control” 

31:43 Tactics for developing more agency

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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!

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In this episode, Kaila and Kyle discuss the viral Steve Madden interview and debate whether CEOs and corporations should be expressing their political views, as well as how to navigate politics in the workplace.

00:00 Intro

01:24 Steve Madden’s viral Cutting Room Floor interview

06:26 Lulu Cheng Meservey on “going direct” as a business leader

07:29 Stats on how different generations feel about companies voicing their political beliefs

09:53 Ben & Jerry’s vs. Target

15:07 Brian Armstrong’s “mission-driven company” blog post

21:31 How should you as an employee react to your CEO’s public political statements?

27:23 Should you share your own political beliefs at work?

35:49 Kaila’s work rant

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 dive into the problems with being a “people pleaser”, and how to balance being agreeable enough while also being effective and impactful at work. Plus, Kaila introduces The Workplace People Pleasing Matrix. 

00:00 Intro

00:44 Defining what “people pleasing” actually is

01:55 Why the term “people pleaser” is inflammatory

06:09 Stats on agreeableness and income

07:53 The Workplace People Pleasing Matrix

17:12 The importance of knowing when to be agreeable

19:28 The categories of people pleasers 

28:38 Advice for getting into the Zone of Efficacy on the People Pleasing Matrix

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 work stress and whether we’ve been thinking about it in the wrong way. There’s clearly such a thing as too much stress, but what about too little? And is there an ideal amount of stress we should be aiming for in order to be most successful at our jobs?

00:00 Intro

00:24 APA stats on stress and anxiety

02:53 Kaila’s relationship with work-related stress

06:57 Stats on workplace mental health

09:58 The Eustress Curve and how to rethink our relationship with stress

13:26 Findings by Hans Selye, the “Father of Stress”

15:47 A tip for turning negative stress into productive stress

23:00 Investing in recovery

24:54 What works for Kyle when it comes to managing work stress

30:28 Bonus segment

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!

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In this episode, Kaila and Kyle discuss common career tropes and debate whether or not the sayings hold up. Is HR really not your friend? Are your connections more important than your skills? Listen and find out.

00:00 Intro

00:36 Career myth #1 - “No one knows what they’re doing.”

07:35 Career myth #2 - “HR is not your friend.”

12:51 Career myth #3 - “It’s not WHAT you know, it’s WHO you know.”

19:11 Career myth #4 - “Follow your passion, and you’ll never work a day in your life.”

27:33 Career myth #5 - “You should do the responsibilities before you get the promotion.”

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 Yale professor and host of The Happiness Lab podcast, Dr. Laurie Santos, to talk about the small ways you can find more meaning in your job, and the adjustments that help increase our happiness and well being at work. 

00:00 Intro

00:44 Dr. Laurie Santos Intro

01:47 How much does your work factor into your overall happiness?

03:33 Dr. Santos’ take on the difference between how millennials and how Gen Z approach work

07:50 “Job crafting”

09:33 Remote vs in-office

12:30 How office perks impact happiness

14:46 How we can alter our relationship with time to increase our happiness

18:09 How “job crafting” is different from toxic positivity

22:47 The “GI Joe Fallacy”

25:50 Advice for working parents 

30:05 Dr. Laurie Santos’s personal happiness habits

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 the problems with the current conversation around AI, and debate the issues with and the benefits of the technology for the workforce, society, and individuals.

00:00 Intro

00:57 The problem with the discourse around AI

05:42 Why we’re not having good faith arguments around AI

09:43 The three use cases for AI that Kaila found helpful

17:28 Kaila’s concerns with AI

21:00 How Kyle uses AI in a way that’s additive and not a complete replacement of thinking

28:12 AI concerns speed round

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 talk about the value of giving your job its own performance review, the most effective way to do it, and the lowest rated jobs from their own career experiences. 

Get your copy of the Rate Your Job Template here!

00:00 Intro

06:46 The Rate Your Job Template

13:38 Explaining the template through an example

15:55 How Kaila used the Rate Your Job Template when choosing her current job

19:00 Using the template to rate your existing job

21:45 Why rating your job is an important thing to do every 6 months

25:42 Kyle’s worst job

26:55 Kaila’s worst job

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 dive into what exactly constitutes a “side hustle”, and the circumstances in which it IS and ISN’T worth having one. Not all side hustles are created equal.

00:00 Intro

03:11 Average income earned from a side hustle

05:11 The issue with the term “side hustle”

08:00 The most common types of side hustles

14:45 “Acceptable or Not?” game

20:46 Considering how a side hustle might be perceived at your job

21:48 Pros and cons of having a side hustle

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 dive into tips and tactics on the best way to protect your job and prepare yourself for potential job cuts during a recession.

00:00 Intro

00:27 Listener email

03:19 What happens during a recession

06:24 What you can do to prepare yourself professionally if you are currently employed

09:10 “T-Shaped skills”

13:45 The importance of weak ties

19:09 Why you should consider posting on LinkedIn right now

21:06 Recession-proof industries

23:58 Recession-proof job functions

26:10 Increase your technological skills

30:00 Strategic side projects

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 the reason why efficiency shouldn’t be the goal at work, and how to actually get better at your job.

00:00 Intro

00:41 Our obsession with efficiency

02:26 The problem with the conversation around AI

06:46 What you lose when you focus too much on efficiency

11:42 When Kaila over-focused on efficiency in her career

18:06 How to actually get better at your job

19:46 Scheduling time for whimsy

23:17 Tactics

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

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In this episode, Kaila and Kyle discuss how to have those difficult conversations at work with career advice expert Erin McGoff of @advicewitherin. From addressing your lazy coworker to handling your micromanaging boss, Kaila, Kyle, and Erin offer specific tactics and approaches for conducting these challenging conversations.

00:00 Intro

00:55 How Advice With Erin got started

03:49 Stats on how much people avoid having difficult conversations

 04:34 How Erin recommends approaching difficult conversations broadly

08:25 How to prep for having a difficult conversation

14:34 Difficult conversation scenario 1 - Telling your boss that you’re quitting

19:25 Difficult conversation scenario 2 - How to address your anxious coworker

24:41 Difficult conversation scenario 3 - How to deal with a micromanaging boss

29:28 Difficult conversation scenario 4 - How to address a team member who isn’t pulling their weight

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 dig into the details of the Rippling v Deel corporate espionage lawsuit, and why—even if you aren’t a corporate spy yourself—it should matter to you.

00:00 Intro

00:51 Background

07:26 Our reaction to the Rippling v Deel case

12:36 Remembering what Slack really is

18:08 What kind of information is okay to take with you from a job, and what is not

20:11 Noncompete clauses

21:59 “garden leave”

22:41 Why a work nemesis is good

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 get philosophical and discuss the ethics of working for a company that doesn’t align with your values. Is it ever acceptable to work at a job that you perceive as immoral? And what can you do if you have to work at such a place?

00:00 Intro

05:30 Whether or it’s morally okay to work somewhere that goes against your values

09:08 Another important caveat when it comes to values aligning with your work

11:45 Effective altruism

16:08 How your role within an organization impacts the moral quandary

17:49 Stats on how important values at work are to people

24:43 Figuring out what values are most important to YOU

25:58 Game: Would you work for…?

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 the difference between nepotism vs. networking in the workplace, and how to make nepotism work for you even when you don’t think you have the connections you need to secure an opportunity.

00:00 Intro

00:46 Defining a “nepo baby”

04:54 How common workplace nepotism actually is

09:03 When people are, and are not okay with workplace nepotism

12:52 Is nepotism different from networking?

18:22 How to make nepotism work for you

19:56 The power of weak ties

22:19 “Nepo or Not” game

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 whether or not millennial managers are too soft, the different styles of management, and how to navigate giving tough feedback.

00:00 Intro

02:29 How Kaila and Kyle define a “millennial manager”

07:49 The difference between a good millennial manager and a bad millennial manager

10:08 Previous generations vs millennials in terms of management styles

15:08 “Primal Leadership” and the styles of management

20:55 What to do if you have a millennial manager

24:27 Advice on receiving feedback

26:26 Different types of feedback you can give

28:20 West Point teachers study

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

We’ve done it again—this week Kaila and Kyle read and respond to your “am I the a**hole?” submissions around your work-specific situations…and they do not hold back.

00:00 Intro

01:02 AITA scenario 1 | vengeful quitter

05:37 AITA scenario 2 | “friend” exploitation

09:57 AITA scenario 3 | senior exec’s personal tragedy

14:44 AITA scenario 4 | Reddit submission

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 the recent headlines around DEI, the potential implications of these measures, and what actually makes the most effective teams.

00:00 Intro

00:43 Recent headlines around DEI

06:05 Listener email 

12:04 Stats around DEI from Morning Brew’s Insights and Analytics team

16:34 Why having a diverse workforce helps your business outcomes

20:04 An example of DEI efforts in the workplace

22:05 What are the the things that make for a truly high performing team?

24:49 Culture fit vs culture add

26:18 The importance of psychological safety

28:25 Google’s study on what makes strong teams

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 Hannah Williams, founder and host of @SalaryTransparentStreet, to talk about the importance of salary transparency, why it’s still such an uncomfortable thing to talk about, and how to negotiate for a higher salary.

00:00 Intro

00:45 Hannah Williams and Salary Transparent Street

01:24 When Hannah first realized she was being underpaid

07:51 The experience of filming Salary Transparent Street

11:06 Why it’s so important to consider being transparent about your salary

15:44 Why HR professionals are in favor of salary transparency 

17:41 Negotiation tactics

19:41 On leveraging an outside offer to increase your salary

24:00 Salary guessing game

Salary Transparent Street’s Salary Database: https://www.salarytransparentstreet.com/salary-database 

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 the pros and cons of taking an “adult gap year” (aka sabbatical or “mini-retirement”), why they’re becoming more common, and how to financially plan for one if you want to take one yourself.

00:00 Intro

01:56 Stats on burnout

05:54 Defining “sabbatical” vs “leave of absence” vs “gap year” or “mini retirement”

08:48 Companies providing sabbatical options 

15:01 What Kyle and Kaila would do with a 4-week sabbatical

18:36 Harvard Business Review’s study on sabbaticals

20:56 Can you take a break without hurting your career?

22:16 How to take a break if you don’t necessarily have the financial means to

26:39 Tactics

Harvard Business Review’s article on sabbaticals.

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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 some of the recent news surrounding Meta—from their announcement of cutting 5% of their workforce, to Mark Zuckerberg’s recent comments on masculinity in the workplace. 

00:00 Intro

00:51 Meta’s recent announcement around firing practices

04:25 Two potential upsides to Meta’s “rank and yank” system

07:07 Issues with stack ranking systems

13:39 What is the ideal performance incentive at work?

17:29 How certain incentives cause “creaming” 

20:09 What’s going on with managers?

22:53 Mark Zuckerberg on Joe Rogan clip

32:12 What we can takeaway from Meta’s new policies

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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!

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In this episode, Kaila and Kyle discuss when and how to make a career pivot, and the questions to ask yourself before starting.

00:00 Intro

01:19 Listener career pivot story submission

05:06 Kaila’s biggest career pivot

07:55 A crucial consideration before making a career change

08:21 Kyle’s career pivots

12:13 The importance of finding what you actually enjoy doing

15:54 A common mistake with networking

20:25 Knowing career narrative

23:12 Embracing the beginner’s mindset

24:13 Listener submissions

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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 rise of revenge quitting, what it is, why it’s seemingly on the rise, and their takes on its effectiveness.

00:00 Intro

01:43 Defining what “revenge quitting” is

04:05 Why 2025 will be the year of revenge quitting

09:30 Why the year of revenge quitting might actually be something else

10:37 Why Kaila loves the idea of revenge quitting

16:35 The truth about revenge quitting

17:28 How Kaila and Kyle have quit jobs in their career

22:51 The importance of exhausting your options 

26:32 A Reddit story of revenge quitting

27:57 Tactics

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 the real strategies and steps involved in getting a promotion, from how and when to have the conversation with your boss, to how to get clear for yourself what you really want in the next stage of your career.

00:00 Intro

00:36 Kaila and Kyle’s first promotions

05:38 Kaila and Kyle’s 2025 career goals

07:12 The number one thing you should be doing to set yourself up for success

17:12 More tips for how to get promoted in 2025

19:29 How Kaila and Kyle became directors

23:04 The importance of checking in with your manager frequently

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 Morning Brew’s SVP of People Operations Kate Noel to talk about how to make the most of your year-end performance review—from how to prepare for it to what to expect from it—and what most people forget about this formal evaluation process.

00:00 Intro

00:57 How Morning Brew Inc. handles performance reviews

05:53 The pros and cons of performance reviews

10:18 Advice for one-on-ones 

13:48 How to make the most of your performance review

17:56 Talking merit increases

21:10 How biases play out in performance reviews

28:28 What should you do if you don’t get that promotion you were hoping for?

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 discuss the companies in the UK and in Japan that have been experimenting with the 4-day work week, what the outcomes have been, and whether or not we can expect to see it implemented in the US. Does the 4-day work week actually solve anything? Is it beneficial or detrimental to society as a whole?

00:00 Intro

01:41 The New York Times report on UK businesses piloting the 4-day workweek

06:46 When a 4-day workweek isn’t a fix

11:29 The Tokyo case study of the 4-day workweek

17:49 Reimagining our current work standards and systems

21:56 What can we do based on the 4-day work week research

26:51 A little holiday surprise

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 the topic of employee surveillance, including the recent invasion of privacy lawsuit against Apple, and how it impacts company culture. Do companies have the right to monitor employee behavior? Is employee surveillance the new normal? And what can employees do to fight back?

00:00 Intro

00:28 Apple lawsuit

05:31 Stats from the ABA on employee surveillance in the US

08:10 Is surveilling employees ethical?

17:19 What it means to “look like you’re working”

23:06 How to make your job less “fuzzy”

24:20 Tactics

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 talk about how to decide whether it’s worth moving for your career, and how they’ve made decisions to move in their own lives. Is it always worth uprooting yourself for your career? And are there particular places that it’s more advantageous to live in than others?

00:00 Intro

01:22 Malcolm Gladwell quote

05:03 What went into Kyle’s decision to move to New York

08:38 A research-backed argument for relocating

13:18 Why location is so important to consider when moving for a job

17:30 Why Kaila moved to New York

22:15 “Digital Nomads”

26:14 Cities that are trying to attract new remote workers as residents

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 career advice expert and content creator Hanna Goefft (@hannagetshired) to discuss the pros and cons of job hopping, how it looks to potential employers, and at what stages of your career it can positively or negatively impact your trajectory. 

00:00 Intro

01:30 How we’re defining “job hopping”

03:05 Stats on millennial job hopping

04:32 A case against job hopping 

07:27 How recruiters view job hopping on a resume

10:38 How to explain layoffs on your resume

15:10 Hanna’s job hopping history

19:59 When job hopping is viewed more negatively

22:25 How careers are evaluated differently depending on your seniority 

28:31 The under-appreciated benefit of staying at one company

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 dive into Allstate’s innovative new hybrid work plan for their 54,000 employees across the country, and discuss the pros and cons of the plan, how it might play out in real time, and whether or not this is the future of work. 

00:00 Intro

01:11 Allstate’s new hybrid work plan

08:51 How Allstate’s hybrid work model might change the culture of work entirely

15:54 Are community managers the future of hybrid work?

18:56 How Allstate is handling onboarding

21:33 Why Allstate’s model is so brilliant

26:34 Does Allstate’s model translate to companies of different sizes?

Articles referenced in this episode: https://www.bloomberg.com/news/articles/2024-11-18/allstate-thinks-outside-the-cubicle-with-flexible-offices-coworking?srnd=work-shift  

https://www.hr-brew.com/stories/2024/04/10/allstate-workplace-futurist-lauren-deyoung

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 the wave of big companies (Meta,Target, Fidelity, EY, to name a few) that have made headlines recently for firing employees over small offenses. Are these companies becoming stricter, or are these just layoffs in disguise? And is this a brilliant or a detrimental strategy?

00:00 Intro

01:58 Recent headlines about firings over small offenses

09:02 What we’re calling “sneaky layoffs”

11:29 On severance

16:51 Kyle’s hot take

21:39 Why it would be better for companies to do traditional layoffs

25:23 What can you do about sneaky layoffs?

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 talk about how to handle major, distracting life events at work. From wedding planning, to having a baby, to serious illness or injury—major life events happen to all of us. So what’s the best way to handle this without jeopardizing your career?

00:00 Intro

02:43 How Kaila handled planning her wedding while working

07:27 Kyle’s big announcement

10:03 Expectation setting

14:31 Why it might be worth disclosing a negative life event with coworkers

20:05 How Kyle approached telling his colleagues his big life news

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

This week we’re bringing you another AITA-style episode (since we had so much fun doing it the first time). Listen to hear Kaila and Kyle read and weigh in on your “am I the a**hole?” submissions around your work-specific scenarios.

00:00 Intro

01:00 Scenario #1 - Dishonest Interview

04:11 Scenario #2 - Tattle Tale

10:31 Scenario #3 - Work Bestie Desserted Me

16:03 Scenario #4 - Boss Is Back From Paternity Leave

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 dig into the real meaning of “Founder Mode” (made famous by Brian Chesky and Paul Graham), and whether or not it’s a good thing. Is it just a rebrand of micromanagement? Then, Kaila and Kyle debate whether or not micromanagement can ever be a good thing.

00:00 Intro

00:35 A brief explanation of “Founder Mode”

04:45 Talking micromanagement

06:43 The instances where being a micromanager is okay

09:49 The Delegation Ladder

14:57 The three buckets of micromanagement

18:50 What to do when you’re being micromanaged

 23:30 Morning Brew’s founder on Founder Mode

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 dive into the implications of going sober in your career with special guest Andrew Yeung, founder and CEO of Fibe. Can you still network and attend work happy hours when you’ve quit alcohol? What does it mean for climbing the ladder?

00:00 Intro

01:05 What prompted Andrew’s sobriety

05:40 What you miss out on when abstaining from alcohol

10:10 On having to explain your sobriety 

15:36 How quitting alcohol impacted Andrew’s lifestyle

18:28 How getting sober impacted Andrew’s business

21:08 How alcohol has impacted Kaila and Kyle’s careers

24:26 Tactics for the sober curious

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 special guest (and Morning Brew social media star) Macy Gilliam to discuss whether Gen Z gets an unfair reputation at work, and address questions like: Does Gen Z overshare? Do they lack respect for office etiquette? Does Gen Z care less, or MORE about money than other generations?

00:00 Intro

02:38 Gen Z stereotype #1

08:40 Resume Builder stat

09:26 Gen Z stereotype #2

16:18 Gen Z stereotype #3

20:28 Gen Z stereotype #4

26:04 Gen Z stereotype #5 

31:36 Advice for working with Gen Z

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

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 occupational personality tests—from the Myers-Briggs Type Indicator, to the science-backed Big Five—and debate their legitimacy, when they might be useful in the workplace, and whether or not they should be used at all.

00:00 Intro

01:00 Myers-Briggs (MBTI)

03:57 Criticism of the Myers-Briggs

07:28 The CliftonStrengths Assessment

18:11 The Big Five Personality Test (OCEAN)

25:19 A big critique of personality tests

27:29 Tactics

New York Times article cited in the episode: Personality Tests Are the Astrology of the Office

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

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 tackle the age-old question of: how hard do you have to work to get ahead? Do you ACTUALLY have to put in overtime, or can you have a healthy “work-life balance”? 

00:00 Intro

02:54 Stats on workplace boundaries

05:08 Defining what a workplace “boundary” is

06:10 The 60% Rule

08:55 Three things to keep in mind when adopting the 60% rule

16:30 Decoupling number of hours work from impact

18:19 The Eisenhower Matrix

23:27 The “three seasons of work”

29:15 Tactics for developing work-life balance that works for you

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

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 Amazon’s decision to mandate a 5 day in office policy for all employees is a smart move for the tech giant or just a cover for possible impending layoffs.

Amazon CEO letter cited: Message from CEO Andy Jassy: Strengthening our culture and teams

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

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 the unspoken rules around Slack, Teams, and email. What is proper etiquette when it comes to professional communication these days? When is email actually necessary in a Slack-driven workplace environment?

Plus, award-winning journalist and communication expert Celeste Headlee weighs in on what she thinks the new rules of workplace communication should be. 

00:00 Intro

04:30 The issues with instant messaging 

10:32 Have Slack and Teams hurt workplace communications?

15:12 How Slack affects workplace culture after a layoff

18:24 Tactics for Slack (or any workplace IM platform)

20:21 How to think about email when your company has Slack or Teams

26:28 An argument for the email before the meeting

31:42 Tactics for in-person communication

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

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 different styles of mentorship, how to find and secure a career mentor, and why mentorship benefits the mentor as well as the mentee. 

00:00 Open

00:19 Intro

03:44 Can a boss be a mentor?

05:14 Defining mentorship

06:03 “Mentorship from afar”

11:00 How to get to an informal mentorship

15:00 Kyle’s advice for how to approach cold-emailing a potential mentor

19:03 The benefits of being a mentor

23:35 Mentorship vs sponsorship

28:27 Tactics

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

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In this episode, Kaila and Kyle discuss the realities and misconceptions around imposter syndrome, why Kyle has never experienced it, and Kaila’s take on when imposter syndrome becomes a humble brag.

00:00 Open

00:22 Intro

01:07 Defining imposter syndrome

07:13 Stats on the prevalence of imposter syndrome

07:32 Why Kyle has never experienced imposter syndrome

12:35 Kaila’s experience with imposter syndrome

20:43 The people who are actually imposters

22:46 How Kaila overcame feeling like an imposter

26:27 Advice for listeners

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In this episode, Kaila and Kyle discuss the actual importance of your first 90 days at a new job, what most people get wrong in the first 90 days, and the best tactics for approaching your early days at a new job.

00:00 Open

00:36 Intro

01:36 Kaila and Kyle’s chaotic first 90 days at Morning Brew

06:02 Why the first 90 days are so important at a new job

10:35 Why the first 90 days for managers bringing on a new employee are so important

18:17 Stats on the reasons people leave a job within the first 90 days

23:11 Harvard Business Review’s 5 recommended steps in the first 90 days of a new job

28:19 Tactics 

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In this episode, Kaila and Kyle discuss whether or not you need to map your career, and what “career mapping” or career planning actually looks like when done effectively.

00:00 Open

00:25 Intro

05:05 How Kaila did a form of “career mapping” early in her career

06:50 What is a productive “career plan”?

13:30 The importance of having a North Star

19:00 How to decide between commitment and optionality 

27:01 Tactics

Morning Brew’s Career Mapping Toolkit: https://shop.morningbrew.com/products/career-mapping

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In this episode, Kaila and Kyle dive deep into the ways that the interview process is fundamentally flawed, and share tactics for how to succeed as both an interviewee as well as interviewer. 

00:00 Open

00:35 Intro

03:30 Interview stats

10:01 A great interview mindset

12:09 What most job descriptions get wrong

14:17 Easy wins for going into the interview process 

17:05 What employers should have prepared for an interview

21:11 Culture fit vs culture add

24:48 Game: good interview question or bad interview question

31:01 Tactics

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In this episode, Kaila and Kyle discuss the real meaning of burnout, when and why it happens, and what to do about it if you find yourself stuck in a cycle of burnout. 

00:00 Open

00:24 Intro

06:00 What “burnout” really means

08:25 Stats on burnout

11:00 Misconceptions about burnout

16:35 Why burnout is an environmental problem

26:41 Tactics for handling burnout

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In this episode, Kaila and Kyle discuss the best way to handle different versions of bad managers, and how to evaluate whether you need to manage up, or if it’s you who should be doing something different.

00:00 Open

00:29 Intro

02:10 Why the quality of your boss matters (stats)

05:12 What having a “toxic” boss actually means

10:24 How the quality of your boss impacts your career trajectory

13:55 Bad Boss Scenario #1

17:02 Bad Boss Scenario #2 

20:39 Bad Boss Scenario #3

23:22 Bad Boss Scenario #4 

25:50 Tactics

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In this AITA-style episode, Kaila and Kyle read and weigh in on listener submissions asking “am I the a**hole?” in specific workplace situations. 

00:00 Open

00:15 Intro

02:22 Scenario 1

06:14 Scenario 2

11:54 Scenario 3

16:58 Scenario 4

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In this episode, Kaila and Kyle dig into the history of work attire, and what clothing is considered “professional” or “appropriate” for work in 2024.

00:00 Open

00:26 Intro

02:38 How Kaila’s dressing for work mentality has changed

06:25 How Kyle’s mentality around dressing for work has changed

08:22 How the perception of “work professional clothing” has changed since the pandemic

12:38 Stats on how people dress for work now

14:03 Considering the reasons that work attire even “matters”

18:01 Studies on perceptions of how you dress in the workplace

21:21 Professional or Nah game

24:00 Stats form the WSJ on what is acceptable men’s attire

26:16 Tactics

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In this episode, Kaila and Kyle break down what it is to be a “generalist” (aka a jack of all trades) or a “specialist” in your career, the pros and cons of each, and whether one is truly more advantageous than the other. 

00:00 Open

00:32 Intro

01:34 Kaila and Kyle’s career concerns as a career “generalist”

03:18 Defining a “Generalist” and a “Specialist”

08:40 The pros and cons of being a generalist or a specialist

11:19 Kyle’s “connecting the dots” framework

16:19 The unique place where specialists succeed

21:23 “Wicked” and “Kind” environments

22:18 The wrong way to approach being a generalist

27:18 How the generalist approach can apply to building teams

29:24 Tactics

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