Bio, photos, and contact information for journalists, conference organizers, and podcast hosts.
Short bio (~50 words)
Shawn Yeager is founder of Upshift, AI commercialization for professional services firms. He’s spent 30 years commercializing technology ahead of the market, starting on Microsoft’s first browser team and generating more than $300M in revenue along the way. He writes at shawnyeager.com about go-to-market for early technology, and about what changes when AI agents—not people—become the users.
Extended bio (~150 words)
Shawn Yeager is founder of Upshift, AI commercialization for professional services firms. He’s spent three decades commercializing technology ahead of the market, starting on Microsoft’s first browser team. Since then he’s worked on early hosting infrastructure at Exodus, IoT hardware into big-box retail, personal data sovereignty, and Bitcoin payments at Bottlepay, NYDIG, and Amboss. Along the way he’s generated more than $300M in revenue. He writes at shawnyeager.com about go-to-market for early technology, and about what changes in sales, pricing, and product when AI agents—not people—become the users. He also advises founders and holds board seats with startups building at the frontier.
Professional photo
High-resolution headshot available for download:
Contact
Current focus
- Upshift—AI commercialization for professional services firms
- Writing about go-to-market strategy and agent-era infrastructure at shawnyeager.com and sideband.pub
- Go-to-market advisory for frontier tech founders
- Board seats with startups building at the frontier
Topics I speak & write about
- AI commercialization for professional services firms
- How new technology changes sales, pricing, and competitive dynamics
- Go-to-market strategy for frontier tech
- Agent-era infrastructure and what breaks when the user isn’t human
- Bitcoin, Lightning, and decentralized infrastructure
Recent speaking

Imagine IF Conference—Panel with Derek Ross and Matt O’Dell on broken incentives in digital platforms and how open protocols like Nostr give users ownership and control.

Where Does the Yield Come From?—Panel with Max Kei, Myles Snider, and Jesse Schrader on where yield actually originates in Bitcoin-backed lending and investment products.