About

Hi, I’m Randy.

I’m a technology entrepreneur and investor whose career has centered around building tools that give people leverage. At Square (now Block), I helped build engineering from zero to one, led the Inference product team, and negotiated international bank sponsorships. Prior to Square, 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 we’re not in San Francisco, our family spends time in the Sierra Nevada and 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.