I’ve been building Highlight since 2021. Here’s the advice I share with crypto founders just entering the space. Some of this is unique to crypto and some is good general startup advice that is especially true in crypto.  On Building  The speculative casino side of crypto isn’t everything, but it's still the core paradigm for the current global user base. Interpret all the new “metas”—hype…

This is a list of underrated and overlooked places to visit — a travel aficionado’s bucket list. US & Canada Auburn, AL Nelson, BC Squamish, BC  Tofino, BC Victoria, BC Half Moon Bay, CA Big Sur, CA Encinitas, CA Calistoga, CA Mammoth Lakes, CA South Pasadena, CA Carmel, CA Salida, CO Crested Butte, CO Telluride, CO Ouray, CO Pāʻia, HI  Stanley, ID Noblesville, IN Portland, ME Traverse City, MI…

I was fortunate to work at DoorDash between 2019-2021. This experience taught me more in 18 months than in any other period in my career.  There were a few features of my experience that increased the rate of learning significantly.  First, we were undertaking post-merger integration, a process that frequently reveals the inner workings of a company.  Second, we were delivering food during the…

I was lucky enough to work at Square between 2015-2019, before the company was public and way before success was assured.  Jack is one of the most enigmatic business leaders alive and his superpowers aren’t well understood. Most of the time, they get boiled down into “product sense,” which means he has proven incredibly prescient about the specific types of products that will translate into huge…