Brian Evergreen worked in AI at Microsoft from 2016 to 2023, including a role helping Fortune 500 executives develop their AI strategies. He kept seeing the same pattern: most of those projects were failing. He set out to figure out why, and the answer became his book, Autonomous Transformation. In this live recording for GeekWire's Agents of Transformation series, presented by Accenture, Evergreen explains what companies keep getting wrong, and why vision matters more than technology.

With GeekWire co-founder Todd Bishop. Edited by Curt Milton.

<a href="https://brianevergreen.com/">Brian Evergreen</a> worked in AI at Microsoft from 2016 to 2023, including a role helping Fortune 500 executives develop their AI strategies. He kept seeing the same pattern: most of those projects were failing. He set out to figure out why, and the answer became his book, <a href="https://www.amazon.com/Autonomous-Transformation-Creating-Artificial-Intelligence/dp/1119985293">Autonomous Transformation</a>. In this live recording for GeekWire's <a href="https://www.geekwire.com/special-coverage/agents-of-transformation/">Agents of Transformation series</a>, presented by <a href="https://www.accenture.com/us-en/services/data-ai">Accenture</a>, Evergreen explains what companies keep getting wrong, and why vision matters more than technology.
With GeekWire co-founder Todd Bishop. Edited by Curt Milton.

GeekWire brings you the week's latest technology news, trends and insights, covering the world of technology from our home base in Seattle. Our regular news podcast features commentary and analysis from our editors and reporters, plus interviews with special guests.

GeekWire reporters John Cook, Todd Bishop and guests talk about the latest tech news and trends.

GeekWire

AI is not your strategy: Author and business advisor Brian Evergreen explains why vision comes first

In February, Seattle angel investor Charles Fitzgerald warned the region not to become the next Cleveland, prompting Cleveland Mayor Justin Bibb to join the podcast and make the case for his city's comeback. This week we close the loop: Fitzgerald and GeekWire co-founder John Cook call in from an abandoned Westinghouse factory in Cleveland, where days of meeting entrepreneurs, civic leaders, and Ohio Gov. Mike DeWine left them struck by a city hustling and aligned around jobs in ways Seattle no longer is.

Back home, we dig into Seattle's unanimous one-year moratorium on new large data centers, which Fitzgerald calls political theater, and he explains why he's sitting out the SpaceX IPO.

In February, Seattle angel investor Charles Fitzgerald warned the region <a href="https://www.geekwire.com/2026/a-warning-to-seattle-dont-become-the-next-cleveland/">not to become the next Cleveland</a>, prompting Cleveland Mayor Justin Bibb to <a href="https://www.geekwire.com/2026/clevelands-mayor-seattles-future-a-conversation-about-what-happens-when-a-citys-economy-shifts/">join the podcast</a> and make the case for his city's comeback. This week we close the loop: Fitzgerald and GeekWire co-founder John Cook call in from an abandoned Westinghouse factory in Cleveland, where days of meeting entrepreneurs, civic leaders, and Ohio Gov. Mike DeWine left them <a href="https://www.geekwire.com/2026/what-we-learned-in-cleveland-about-seattles-future-advice-from-a-rust-belt-city-on-the-rise/">struck by a city hustling and aligned around jobs</a> in ways Seattle no longer is.
Back home, we dig into Seattle's unanimous one-year moratorium on new large data centers, which Fitzgerald calls political theater, and he explains why he's sitting out the SpaceX IPO.

Following through in Cleveland: A GeekWire trip report, plus data center ‘theater’ and the SpaceX IPO

Microsoft's Build conference was a firehose: in-house AI models, agent-first devices, new coding tools, and a Copilot "super app" that got teased but never shown. Todd Bishop and Mary Jo Foley sort through what's real and what's not quite fully baked, from Project Solara and the Scout agentic assistant to Microsoft's push for AI self-sufficiency and the mounting pressure on GitHub.

Related Stories: 
Inside Microsoft’s Project Solara: A new platform for devices that run AI agents instead of apps
Microsoft unveils seven homegrown AI models in new bid for ‘long term self-sufficiency’
Mary Jo Foley: No Copilot ‘Super App’ at Microsoft Build, but plenty of agentic fodder
Microsoft’s OpenClaw team takes on the personal assistant challenge

Edited by Curt Milton.

Microsoft's Build conference was a firehose: in-house AI models, agent-first devices, new coding tools, and a Copilot "super app" that got teased but never shown. Todd Bishop and Mary Jo Foley sort through what's real and what's not quite fully baked, from Project Solara and the Scout agentic assistant to Microsoft's push for AI self-sufficiency and the mounting pressure on GitHub.
Related Stories:&nbsp;
<ul>
<li><a href="https://www.geekwire.com/2026/inside-microsofts-project-solara-a-new-platform-for-devices-that-run-ai-agents-instead-of-apps/">Inside Microsoft&rsquo;s Project Solara: A new platform for devices that run AI agents instead of apps</a></li>
<li><a href="https://www.geekwire.com/2026/microsoft-unveils-seven-homegrown-ai-models-in-bid-for-long-term-self-sufficiency/">Microsoft unveils seven homegrown AI models in new bid for &lsquo;long term self-sufficiency&rsquo;</a></li>
<li><a href="https://www.geekwire.com/2026/mary-jo-foley-no-copilot-super-app-at-microsoft-build-but-plenty-of-agentic-fodder/">Mary Jo Foley: No Copilot &lsquo;Super App&rsquo; at Microsoft Build, but plenty of agentic fodder</a></li>
<li><a href="https://www.geekwire.com/2026/microsofts-openclaw-team-takes-on-the-personal-assistant-challenge/">Microsoft&rsquo;s OpenClaw team takes on the personal assistant challenge</a></li>
</ul>
Edited by Curt Milton.

Microsoft Build decoded: Solara, Scout, AI models, GitHub’s woes and more with Mary Jo Foley

This week on the show: Mark Zuckerberg's superyacht arrives in Seattle the same day Meta discloses nearly 1,400 local layoffs, robot pizza startup Picnic flames out and sells to a mystery buyer, and corporate America confronts the rising cost of AI, including the leaderboard-gaming practice known as "tokenmaxxing." And we return to the theme of billionaire yachts for our trivia challenge.

With GeekWire co-founders Todd Bishop and John Cook. 

This week on the show: Mark Zuckerberg's superyacht&nbsp;<a href="https://www.geekwire.com/2026/photos-mark-zuckerbergs-superyacht-arrives-in-seattle-the-same-day-meta-discloses-1400-local-job-cuts/">arrives in Seattle</a> the same day Meta discloses <a href="https://www.geekwire.com/2026/meta-cuts-nearly-1400-jobs-in-washington-state-20-of-local-workforce-in-sweeping-ai-revamp/">nearly 1,400 local layoffs</a>, robot pizza startup Picnic <a href="https://www.geekwire.com/2026/robot-pizza-startup-runs-out-of-dough-picnic-shuts-down-sells-assets-to-mystery-buyer/">flames out and sells to a mystery buyer</a>, and corporate America confronts the <a href="https://www.wsj.com/tech/ai/ai-tokens-productivity-d35c6bd8">rising cost of AI</a>, including the leaderboard-gaming practice <a href="https://www.ft.com/content/b1a62a7f-6df5-4c90-94ce-64ce9c9961b6">known as "tokenmaxxing."</a> And we return to the theme of billionaire yachts for our trivia challenge.
With GeekWire co-founders Todd Bishop and John Cook.&nbsp;

AI is not your strategy: Author and business advisor Brian Evergreen explains why vision comes first

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