Every September I get some version of the same message. A student, back on campus, still high on summer energy, wants to know how to actually become an entrepreneur instead of just reading about them (looking at you, Jordan). I'm a five-time founder; I work at Pioneer

I've sat across the table from hundreds, maybe thousands, of founders by now. Techstars, CDL, UW, WTIA, PSL, the studio floor. And the same moment keeps repeating itself. A founder is sharp, capable, building something real, and then they hit a word... Burn multiple. SAFE note. ICP. They

I sit on a handful of boards, and the spread between companies treating AI as operating-critical and those treating it as a side project is widening every month. The good news: the difference isn't strategy, vision, or budget. It's a small set of repeatable motions

We’re at an amazing time when entrepreneurs can be accelerated using AI in many different ways. If you’re a technical founder and know how to use these tools, you're already way ahead, and maybe you are building lots of underlying company creation skills on your own.

One of the great joys in my career has been building teams - small, sharp, technical groups that take an idea from zero to “wow” and launch. Along the way, I've hired and coached many people on career transitions. Now, I often meet people in transition on their own

I run a Startup Studio (incubator) and invest out of a venture fund. So, I am both a "co-founder" in the Studio companies, where we need to raise money from external investors, and a venture investor, raising funds and deploying capital into external companies. For founders to

Many founders don’t fully understand how decisions are made inside an investor’s mind. To clarify and simplify this, I developed a simple framework called WWI/KKO. It’s a ratio that can be represented as "Why we're investing", divided by "Known key objections&

As we continue charging into AI and intelligent agents, the way we price, package, and capture value from customers is changing. Think about online advertising and its progression: it started with CPM (paying for impressions), moved to CPC (paying for clicks), and then CPA (paying for actions that matter), shifting