Heart shape made of glowing string lights on a sandy surface.

Dating Coaching for Nerds

I help smart, quirky people find love in Boston, the Bay Area, and New York.

What I Do:

♥ Dating scene navigation assistance

♥ Goal-setting & troubleshooting

♥ Social feedback

♥ Keep you accountable

♥ Strengthen your dating profiles

♥ Photo coaching

♥ Practice dates & social situations

Neurodiversity and LGBTQ+ Friendly!

Fall Special: Dating Bootcamp!

Limited-Time Offering

Ready to revamp your dating life this Fall? This intensive 6-week program is designed for people who highly motivated to get real results in a short time.

A woman sitting at a table outdoors behind a sign that says "Free Dating Advice for Nerds." The table is draped with a tablecloth decorated with small red hearts, and there are some pamphlets and a QR code on the table, with a black chair next to her.

Meet Caitlyn

Since 2017, I’ve helped people find love. I mostly work with software engineers, researchers, and other analytical minds who like to think systematically about relationships (and maybe overthink them just a little bit).

My background: a cognitive psychology degree from Reed, consulting experience, and research work at Harvard and MIT.

I believe in compassionate, honest feedback and work with people of all orientations and gender identities.