What's Wrong With Me?

Dating apps, disappearing men, endless adult responsibilities—and somehow you’re supposed to drink enough water, work on yourself, and stay positive through all of it? Cayla returns with a hilariously honest confession: she’s exhausted.

In this episode of What’s Wrong With Me, she unloads on dating in your 30s, yearlong texting relationships that never become actual dates, and the mental gymnastics of decoding a man’s every message. She also gets real about being proud of the life you’ve built while wishing you had someone to share it with—and watching everyone else hit milestones while you debate downloading Hinge again.

If you’re tired of trying, tired of being disappointed, or tired of hearing “it’ll happen when the time is right,” welcome to the support group. Bring your sarcasm. Pajamas encouraged.

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Sick in bed with COVID, slightly medicated, and apparently still not sick enough to stop swiping, Cayla has one question: Why are grown men still asking women on coffee dates?

Because if you're asking Cayla to meet for coffee, she'd like to know three things: Are you pre-approved? What's your budget? And how soon are you looking to buy a house?

In this hilariously unfiltered episode of What's Wrong with Me?, Cayla takes on the rise of the low-effort first date. Are coffee dates actually a smart, low-pressure way to test chemistry—or have we lowered the dating bar so far that making a dinner reservation now feels like a grand romantic gesture?

Cayla gets into $6 lattes, dating-app fatigue, men who don't want to "waste money" on a woman they might not like, the lost art of actually planning a date, and why she'd rather meet for a glass of wine than sit under fluorescent lights at 10:30 in the morning explaining what she likes to do for fun.

Maybe coffee dates aren't what's wrong with her. Maybe she just wants a man with a plan.

And apparently, in 2026, that's a toxic trait.

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Can a single woman have a crew of single guy friends without sending every potential boyfriend running for the hills?

Cayla is joined by her friend Jules for a hilarious, very honest conversation about one of dating’s trickiest questions: Is having close friends of the opposite sex actually a red flag?

After Jules returns from a Chicago weekend surrounded by the guys - and Cayla reveals that a recent date flat-out told her he doesn’t date women with male friends - the two dive into trust, jealousy, double standards, boundaries, and whether a little romantic history changes everything. They also turn the tables: Would they be completely comfortable dating a man whose best friend was an attractive, single woman?

Along the way, they get into dating in your late 30s and 40s, divorced dads, questionable Hinge behavior, being the wingwoman for your guy friends, the beginning of cuffing season, why settling is scarier than staying single, and the increasingly frustrating epidemic of men who talk a big game…and then do absolutely nothing.

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Welcome to the very first episode of What’s Wrong With Me? - the podcast for anyone who has ever stared at their phone after being ghosted, replayed a first date 47 times, or wondered, Is dating completely broken…or is it me?

Cayla kicks things off with producer and  "The Great Love Debate" host Brian Howie for a hilariously unfiltered conversation about the confusing reality of dating in your 30s. They tackle bad “pickers,” why chemistry keeps pulling us toward the wrong people, ghosting versus closure, whether men still pursue, first-date signals, FaceTime dates, dating apps, approaching people in real life, and why getting outside your comfort zone might be the only way to finally change your results!

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A sneak peek at what's ahead...

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