Dogpatch Wealth

09/17/2026

Sam Altman came to Dogpatch as a guest of Y Combinator and their latest batch of entrepreneurs a few months back, packing into the atrium between my meeting room and office in the old Union Iron Works building for a conversation about where AI is really headed.

Sam (Sam Altman), a former startup founder who once ran YC himself, is now the CEO of OpenAI, the company that put ChatGPT in everyone’s pocket and kicked off the current AI era.

What stood out was his view of OpenAI as “much more of a utility… building the world’s biggest, cheapest, best, smartest solar battery,” and his straight-faced call that AGI arrives before California high-speed rail, with anything happening on a computer transforming vastly faster than anything in the physical world.

That’s exactly the kind of energy we’re lucky to feel in Dogpatch right now: YC, Garry Tan, and the neighborhood quietly becoming a meeting point for people mixing hard science, engineering, and wild long-term bets. With this kind of curiosity in the atrium every month, it’s a good time to be a neighbor.

09/15/2026

Bocce Brothers: the sequel nobody asked for, but Progress Park absolutely needed 👊

09/11/2026

Ashton Kutcher came to Dogpatch as a guest of Y Combinator and their latest batch of entrepreneurs, packing into the second floor at YC HQ for a conversation about AI, venture capital, and how he invests.

The former sitcom star turned one of tech’s sharpest early investors, is now the co-founder of Ashton Kutcher’s new fund Decimal Capital, with a track record that includes early bets on Airbnb, Uber, Spotify, and, more recently, OpenAI and Anthropic.

What stood out was his conviction that AGI is inevitable, and that seed investors who don’t underwrite that inevitability are getting it wrong. His view: “Anything intended to be built will get built,” so the real edge is backing what AGI won’t build. He also put a stake in the ground: by 2029, he expects agentic work to cost less than human labor across whole industries.

Thank you Garry Tan for quietly making Dogpatch a meeting point for people mixing capital, conviction, and long-term thinking. With this kind of curiosity in the hood, it’s a good time to be a neighbor.

09/11/2026

On September 15, Charles Schwab is raising its minimum for indexing with leverage from $1M to $10M while Fidelity Investments has already closed access. For investors at Charles Schwab with significant embedded gains, a liquidity event ahead, or recurring realized gains, this strategy offers a meaningful way to reduce capital-gains taxes while maintaining market exposure.

If you have $1M+ in taxable assets outside retirement accounts and want to learn more please reach out.

05/14/2026

I don’t chase squirrels, I chase after-tax returns.

04/17/2026

Long before had so many neighbors !

04/16/2026

Your Exit. Tax-Smart. On Purpose.

03/17/2026

AI is transforming healthcare- join us in Dogpatch to learn how VCs are investing in the Future of Health and how you can get exposure. Register here for our March 25th deep-dive with Dave from Pioneer and before capacity maxes out.

02/07/2026

right now in Pier 70...

01/27/2026