Ryan and Caitlin

How We Met

Caitlin and I have known each other since elementary school. We started dating when we were 16, and 10 years later we are now engaged. I couldn’t be more excited to share my life with someone so special to me. It is rare now to share real connections with people for that long, and I greatly value our history together. I think that’s what makes us such a great team.

How He Asked

I am often making silly videos for youtube, so I asked Caitlin to be a stand-in for a project I was working on. That helped me get her out into the field and time to set up all my cameras. I made up some story about how I needed a bunch of cross angles of me flying the drone overhead. The whole time the ring was hidden in my bag. I reached down acting like I had one more thing to set up and then proposed. She was totally caught off guard and her reaction is priceless.

Our Video

Watch more proposal videos & follow @HowHeAsked on Instagram for more stories!

Special Thanks

Ryan Timms
Videographer