1005: Matchmaking, Love, & Dating in the Digital Age

1005: Matchmaking, Love, & Dating in the Digital Age

April 30, 2026 · 1h 18m · Episode 1005

About this episode

The hosts discuss matchmaking and online dating with clinical psychologist Dr. Sabrina Romanoff, exploring the challenges and advantages of dating in the digital age.

We have been threatening to be matchmakers with a listener for years, but we finally think we found the right candidate to set up on dates. Loyal Brainiac, Sarah's iPad, is going to be the perfect gal to set up. She's smart, funny, pretty, and nice, and we need you all to help us find a match. We also talk to Harvard-trained clinical psychologist and Hily Dating App expert, Dr. Sabrina Romanoff about dating in the digital era, the advantages and challenges of online dating, and how to find a good partner. Plus, we look at the data from the Hily Dating App T.R.U.T.H Report to learn what young people look for in a partner, how spirituality helps them make sense of rejection and compatibility, and why young daters are looking for authenticity over perfection in their dates. 00:00 - Recovering from Plant Casualties and Embracing Spring 08:20 - Setting Up Sarah's iPad with Dating Criteria 12:00 - Debating the Importance of Height in Dating 15:55 - The Art of Partners Taking Good Photos 19:23 - Why Men Love Candid Photos of Their Partners 22:58 - Passport Photos and the Craving for Realness 25:25 - Dr. Sabrina Romanoff on Hily Truth Report 28:17 - The Paradox of Choice and Dating…

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