About

Hi, I’m Randy.

I’m a technology entrepreneur and investor whose career has centered around building tools that give people leverage. As part of the founding team of Square (now Block), I helped take engineering from zero to one, led the Inference product team, and negotiated international bank sponsorships. I also cofounded Domainr, wrote search engines at AltaVista, and contributed to multiple award-winning video games. My most recent operating role was at Fastly, where I served as interim CPO.

I currently invest in and advise technology companies, with a focus on the economic growth of New Zealand. I am an Edmund Hillary Fellow, serve on the board of Endeavor New Zealand, and am a trustee of the Far Out Foundation. I’m privileged to back the founders of Partly, Scannable, and Dawn Aerospace.

When not in San Francisco, my family and I can be found in the Sierra Nevada or New Zealand.

I seek opportunities in aerospace, marketplaces, financial services, and the intersection of AI, network effects, and non-obvious markets. I like to work with great people on hard problems at scale.

Want to chat? Please get in touch.