Is It Normal to Regret Only Dating One Person? episode artwork

EPISODE · Dec 29, 2025 · 34 MIN

Is It Normal to Regret Only Dating One Person?

from Half Past Chai · host Half Past Chai

This week’s Questions of the Week episode gets DEEP.You all sent in some of the most emotional, complex, and honest questions we’ve ever answered, especially around:What to do when you don’t like your partner’s friendsWhether we ever regret only dating each otherHow to know when it’s time to leave a relationshipHow our finances changed after becoming entrepreneursNavigating alcohol, health changes, and lifestyle shiftsThe “are we official?” conversationOur age gap and how it’s affected our relationshipThe funniest moments, biggest purchases, and dream NYC businessThis episode is personal, vulnerable, and full of advice we wish we had years ago.So settle in, get cozy, and grab your chai. 💛New episodes every Monday at 7 am. Don’t forget to subscribe, and as always, we love you! Thank you for spending your Monday with us 💛🎙 Submit your stories: https://www.halfpastchai.com/📲 Follow us: https://bio.site/halfpastchaiDonate to Team For Kids here: https://fundraisers.nyrr.org/suketu-patelTime codes0:00 - WELCOME TO HALF PAST CHAI3:33 - Have you NOT liked your partners friends?8:27 - Do you regret only dating each other?12:43 - How do you know it’s time to break up?14:17 - What do finances look like now that you're self-employed?17:23 - How much do we make on YouTube & Instagram?18:47 - Why did we stop drinking alcohol?22:15 - Funniest experience we’ve had together25:18 - Does Suketu like running as much as Hallie?25:39 - Do you apply your Data Science skills now?26:22 - How do you ask someone to be your BF/GF?28:24 - What is one quality each of you love about each other?29:31 - Does your age gap affect your relationship?31:04 - Most the ridiculous purchase you made as a couple31:44 - If you guys could open up a shop in New York City, what would it be?

Episode metadata supplied by the publisher feed · Published Dec 29, 2025

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Is It Normal to Regret Only Dating One Person?

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