Boaz Ashkenazy
Boaz Ashkenazy is Co-Founder at Clause, Advisor at Loti, Executive AI Advisor and Agentic AI Practice Lead at Redapt, Inc., Board of Trustees member at Seattle Metropolitan Chamber of Commerce, and Founder and Host at Shift AI. He founded Linkroom, Shift AI, and Simply Augmented, with Linkroom no longer active and Shift AI and Simply Augmented still running. His expertise includes convening executive conversations on AI, agentic systems, and the future of work, and leading engineering practices for operationalizing AI in large enterprises.
Microsoft's reset, a new era for Seattle startups, and how AI is changing everything for founders
On this week's show, we're out on the GeekWire deck for our annual founder open house, where we dig into Microsoft's latest round of layoffs — including a major Xbox shakeup — and the surprising rise of hardware companies on the GeekWire 200. Then we sit down with four guests to talk about how AI is reshaping how they build: Jana Schuster of StackIQ, whose AI-native platform helps companies find redundancy in their software spending — like Rocket Money, but for business — with a small team. Blake Resnick and David Benowitz of Brinc Drones, whose mechanical engineers are now…
The Hidden Truth of Venture and AI with GP of Pack Ventures Ken Horenstein
In this episode of The Shift AI Podcast, host Boaz Ashkenazy, founder and CEO of Augmented AI, sits down with Ken Horenstein, the founding partner of Pack Ventures, a venture firm that supports startups emerging from the University of Washington's vibrant tech ecosystem. Ken shares his journey from growing up in Vancouver, Washington, to becoming a key player in Seattle's venture capital scene, with previous roles at Microsoft's M12 and Venture Out. Ken and Boaz delve into the art of identifying what’s truly necessary for startup success. Drawing from his experience working with highly technical research scientists, Ken offers a…
Investing in Founders in the Age of AI with Trilogy Equity Partners
In this episode of the Shift AI podcast, Boaz Ashkenazy, CEO of Augmented AI, hosts Yuval Neeman and Amy McCullough, managing directors at Trilogy Equity Partners. They discuss Gen AI's potential to revolutionize the workforce by automating mundane tasks and making advanced services more accessible. Yuval and Amy share their journeys to venture capital, Trilogy's investment thesis, and highlight portfolio companies like Alongside and Bright Canary. The discussion also touches on the qualities VC firms seek in founders and the broader implications of Gen AI for society. The show is sponsored by Augmented AI and syndicated by GeekWire. 01:11 Introduction…
How AI is shaking up the worlds of media and marketing with Geekwire's Todd Bishop and Adam Tratt
In this episode of the Shift AI podcast, Boaz Ashkenazy, founder and CEO of Augmented AI, hosts Todd Bishop, co-founder of GeekWire, and Adam Tratt, marketing consultant at Squirrelfish, for an engaging discussion on the impact and future of AI in the world of media, marketing and startups. The conversation covers a variety of topics that range from Todd's perspective on Google’s approach to AI and Adam's ethical considerations in AI and marketing. They delve into the rapid advancements in AI, discuss specific AI tools and explore the challenges startups face in a competitive tech landscape. With a special focus…
Organizations
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Redapt, Inc. Executive AI Advisor, Agentic AI Practice Lead 2026–present, Senior Director, AI Infrastructure 2026 · current
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Clause Co-Founder 2025–present · current
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Loti Advisor 2024–present · current
Education
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University of Washington MARCH, Architecture · 1999–2001
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University of California, Santa Cruz Bachelor of Arts (B.A.), American Government and Politics (United States) · 1991–1994
