MissJudged Podcast11 Sep 2025

AI vs. The Matchmaker - Which Is Best For You!? w/ @Annamorgenstern

Buckle up, lovebugs—this one’s a ride.
Dating coach and professional matchmaker Anna Morgenstern (@Annamorgenstern) joins Alyssa on the MissJudged Podcast to spill the messy, hilarious, and sometimes heartbreaking truth about modern dating. From ghosting to catfishing, we’re exposing why swiping culture has us all exhausted—and whether matchmaking is the real cure to dating app burnout.

Anna also shares her wild personal love story—reconnecting with her now-husband years after buying a Coachella ticket off Craigslist (yes, really). Together, we dig into the differences between algorithmic app matches vs. curated human matchmaking, how too much “choice” leads to dating paralysis, and why real chemistry can’t be coded.

✨ In this episode, you’ll hear:

Anna’s journey from dating coach to full-time matchmaker
The untold story of meeting her husband through Craigslist + Hinge
Alyssa’s WORST matchmaker experiences (they’re cringe)
Why dating apps are full of filters, catfish, and false hope
The shocking mistakes most singles make when searching for love
Game time: Algorithm vs. Matchmaker—who wins?
How AI is reshaping the future of love and relationships

If you’re single, swiping, or just dating-curious, this episode will have you laughing, nodding, and maybe rethinking your entire Hinge profile.

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