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book cover for Walking Red Flag

Walking Red Flag

Dating Advice from Your Favorite Guy Friend

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Pub Date Jun 09 2026 | Archive Date Jun 12 2026

Simon Element | S&S/Simon Element


Description

From comedian, beloved podcast host, and The Betches’s favorite guy friend Jared Freid comes a brutally honest, thoughtful, and laugh-out-loud funny dating advice book that offers insight into the minds of men as well as tips, tricks, and tales to make dating feel a bit less frustrating, a tad less lonely, and a lot more fun.

YOU’RE NOT CRAZY. Dating right now is wild.

One minute he’s planning a romantic weekend getaway, the next he “isn’t sure what he’s looking for.” He watches your Instagram stories instantly but takes twelve hours to text back. If it feels like it makes no sense, you’re not alone.

Jared Freid—comedian, beloved podcast host, and the Betches’ favorite guy friend—has been there, and he’s also been that guy. He’s given advice, ignored advice, dated well, dated badly, and stared at a confusing 2AM text wondering what just happened. He’s the guy who knows what men are thinking, and explains it without defending them. No bro-code excuses. Just honest decoding of the behavior driving you and your group chat insane.

In Walking Red Flag, Jared doesn’t just describe modern dating; he helps figure out you how to get through it with humor and understanding. Because dating today isn’t just mixed signals and inflated egos; it’s real emotion colliding with people who don’t know what they’re doing, but are still trying their best. Inside, he tackles:

- Getting Dates: How to meet people IRL, conquer dating apps (stop hiding your face in pictures!), and set boundaries.

- Hooking Up: Navigating first dates, the “ick,” and intimacy.

- Milestones: Holidays, birthdays, and all the tests of a new relationship.

- Breaking Up: Surviving heartbreak without alienating your friends.

- Loving Singledom: Why being single isn’t a red flag—it’s a power move.

- Staying Hopeful: Remembering that love is out there, you deserve it, and you don’t have to compromise to get it.


Packed with laugh-out-loud dating stories, insightful advice, and a refreshing dose of (sometimes brutal) honesty, Walking Red Flag is your must-have survival guide for today’s dating landscape. So get ready to swipe, laugh, learn, and fall back in love...with dating.



From comedian, beloved podcast host, and The Betches’s favorite guy friend Jared Freid comes a brutally honest, thoughtful, and laugh-out-loud funny dating advice book that offers insight into the...


Advance Praise

"Jared Freid is one of the most insightful voices in modern dating (and definitely the loudest). He’s like a mix of your best friend from camp, your high school crush, and the hilarious cousin who carries the family group chat. His signature down-to-earth advice will change the way you date, but you’ll be too busy laughing to even realize you're learning." -Logan Ury, bestselling author of How to Not Die Alone: The Surprising Science That Will Help You Find Love


"Jared's superpower is being able to give great advice to any modern love issue, despite looking like a toxic frat bro." -Ronny Chieng


"I know you picked this book up for the cover, but it’s also hilarious and actually helpful. So do yourself a favor and don’t put it back down.” -Michelle Wolf 


 "Jared Freid's observational humor cuts straight to the heart of modern dating, and what makes it work is that it’s honest without being bitter. You’ll recognize yourself in these pages, laugh out loud, and walk away feeling hopeful because Jared still believes love is possible.” -Maria Avgitidis, bestselling author of Ask A Matchmaker: Matchmaker Maria's No Nonsense Guide to Finding Love


"I humbly trust everything Jared Freid has to say about dating. He banged my wife." -Michael Che

"Jared Freid is one of the most insightful voices in modern dating (and definitely the loudest). He’s like a mix of your best friend from camp, your high school crush, and the hilarious cousin who...


Available Editions

EDITION Other Format
ISBN 9781668061800
PRICE $29.00 (USD)
PAGES 256

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