Waiting for the Other Shoe to Drop & I Have a Big Announcement

Jake's back from Florida with a roulette win and some bachelor party receipts. Ilana has a major life announcement that's been months (or years) in the making.. Two listener questions: does astrology actually matter in dating, and how do you stop waiting for the other shoe to drop when something finally feels really good?ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEGet 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What this episode covers

Jake's back from Florida with a roulette win and some bachelor party receipts. Ilana has a major life announcement that's been months (or years) in the making.. Two listener questions: does astrology actually matter in dating, and how do you stop waiting for the other shoe to drop when something finally feels really good?ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEGet 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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This episode is 42 minutes long.

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This episode was published on May 11, 2026.

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