
This episode of The Startup Vagabond is split into two parts from my recent Japan trip.
In the first half, I sit down with Lauren Usher from gener8tor in Nagoya to talk about AI, venture capital, founder coaching, and why human connection still matters in the startup world. AI is getting better at research, analysis, and pattern recognition, but founders still need to build trust, manage relationships, communicate clearly, and win people over in real rooms.
We also talk about one of the biggest risks in venture capital: relying too much on patterns from the past. If investors only look for startups that resemble previous Silicon Valley success stories, they may miss the strange, technical, unconventional founders building something genuinely new.
In the second half, I unbox everything I brought back from Japan: regional gifts, Japanese snacks, city pop vinyl records, travel gear, gifts for family and colleagues, a ramen model kit, glassware, sake, and a few other things from the trip.
The broader theme: startups are still about people, culture, relationships, and context. AI can help us analyze the world faster, but it cannot replace the human side of building companies, earning trust, or doing business across borders.

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