E1142 - Ask Nick w/ Jess Vestal - My Mom is Dating A 25 Year Old

The Viall Files

Welcome back to The Viall Files: Ask Nick Edition!

Our first caller is seeking advice on reconciling with her father after 11 years. Our second caller is navigating a strained dynamic with her grieving mother, who is dating her younger brother's friend. And our third caller wants to support her husband as he pursues custody of his daughter.

"Nick, I don't think I've ever heard you say, 'I don't know…'"

Nick is on Substack! Subscribe here: https://nickviall.substack.com/subscribe

ARE YOU A MESS BECAUSE OF YOUR SITUATIONSHIP? OR JUST IN GENERAL?

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Timestamps:

00:00 - Intro

05:44 - Caller One

1:04:52 - Caller Two

1:52:10 - Caller Three

Episode Socials: @viallfiles @nickviall @justinkaphillips @the_mare_bare @baybaeee

More description

Welcome back to The Viall Files: Ask Nick Edition!

Our first caller is seeking advice on reconciling with her father after 11 years. Our second caller is navigating a strained dynamic with her grieving mother, who is dating her younger brother's friend. And our third caller wants to support her husband as he pursues custody of his daughter.

"Nick, I don't think I've ever heard you say, 'I don't know…'"

Nick is on Substack! Subscribe here: https://nickviall.substack.com/subscribe

ARE YOU A MESS BECAUSE OF YOUR SITUATIONSHIP? OR JUST IN GENERAL?

Email asknick@theviallfiles.com with all your relationship questions and be a part of future Ask Nick episodes!

Want ad free episodes and incredible bonus content featuring updates from your favorite callers? Start your 7 Day Free Trial of Viall Files + HERE: https://viallfiles.supportingcast.fm/

Subscribe to The ENVY Media Newsletter Today: https://www.viallfiles.com/newsletter

To Order Nick's Book and/or learn more about the show, go to: https://viallfiles.com

THANK YOU TO OUR SPONSORS:

The RealReal: Get $20 OFF your first purchase when you go to https://therealreal.com/files. Plus, you can get an extra $100 to shop when you sell for the first time.

Reddit: Download the Reddit app today.

Ladder: Head to https://ladder.fit/viall to get a free 7-day trial with NO credit card, and $10 off your first month if you join.

Neuro: You can get 20% off your first order at https://neurogum.com by using code VIALL.

Article: Visit https://article.com/viall for $50 off your first purchase of $100 or more.

ASPCA: To explore coverage, visit https://aspcapetinsurance.com/viall.

OneSkin: For a limited time, try OneSkin with 15% off using code VIALL at oneskin.co/VIALL

**To advertise on this podcast please email: ad-sales@libsyn.com or go to: https://advertising.libsyn.com/theviallfiles

Timestamps:

00:00 - Intro

05:44 - Caller One

1:04:52 - Caller Two

1:52:10 - Caller Three

Episode Socials: @viallfiles @nickviall @justinkaphillips @the_mare_bare @baybaeee

2026-06-15 164 min Transcript
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