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!

Services

Special Event: Take the Fear Out of Dating

Free 1.5 Hour Workshop * October 25 at 2PM The Green Room, Somerville

Ready to face the habits that are keeping you single? Join dating coach Caitlyn Hana and procrastination coach Presley Pizzo for a spooky deep dive into what’s actually stopping you from working on your dating life.

This free workshop will take 1.5 hours and cover common challenges and fears about dating.

Learn More
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.