Welcome back to the You’re Too Picky Podcast— helping you date, not settle.
I'm sitting down with my friend Michal Kaye, a single Jewish woman living in Israel, to unpack what dating looks like across generations, cultures, and belief systems—yet feels remarkably the same.
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📩 Submit your story or rant: youretoopicky.com/submit
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Timestamps & Highlights:
00:00–04:00 – Meet Michal & Ellyn: Gen X vs Millennial perspectives on dating
04:00–10:00 – Orthodox vs non-Orthodox—how religion shapes expectations
10:00–18:00 – Dating app rituals, first-date red flags, and spiritual sabbath deal breakers
18:00–25:00 – When dating feels like matchmaking—values, magnetism & metrics
25:00–32:00 – Is it fair to ask him to ask about your business? How much curiosity & respect matter
32:00–40:00 – Boundaries, attachment styles & the games we unknowingly play
40:00–47:00 – Michal’s “flow vs control” approach and why letting go helps
47:00–55:00 – Business owner boundaries meet dating life: what’s public, what’s private
55:00–1:00:00 – Relationships are run like brands: What boundaries & self-care look like
Why You’ll Love This:
A rare cross-generational perspective on dating dynamics
Real talk on Jewish dating traditions, values, and sabbath deal-breakers
Insight on honoring both professional AND personal life in relationship conversations
Practical tips on spotting red flags, staying grounded, and pursuing healthy attachment
Resources Mentioned:
Dating coach check-ins & boundary-building
Michal’s value-list breakdown (friends, family, faith, flow, fun)
Ellyn’s framework for red-flag detection
💌 Submit your dating stories & questions here for future group episodes
Ready to do better than “WTF Dating”?
📲 Follow the pod on IG: @youretoopicky
📩 Submit your story or rant: youretoopicky.com/submit
🎤 Leave a voice note to be featured: Tap the “Hotline” tab on the site
📸 Tag and share your fave line: @youretoopicky + @coachellyn
Stay picky, stay powerful—see you next Friday.