Is AI really the next Google—or are investors repeating the last tech bubble? Blake and David dig into OpenAI’s legal win, the accounting mechanics behind soaring AI valuations, and why cloud credits and paper gains may be inflating the market. They also explore what could make AI tools actually sticky for businesses, from workflow automation to personal finance and small-business use cases, and what all of this means for accountants.

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Chapters

(00:00) - TAP 488
(00:22) - Cash Flow Forecast Debate
(00:29) - Road Show Updates
(00:56) - Conference Rebrand News
(01:31) - Nasdaq AI Summit Preview
(04:29) - Livestream Check In
(05:14) - Musk vs OpenAI Ruling
(07:25) - AI Bubble Warning Signs
(10:47) - Roundtrip Accounting Explained
(15:38) - Paper Profits Hit Big Tech
(18:28) - Do AI Giants Have Moats
(27:15) - ChatGPT Personal Finance Push
(30:54) - Agentic App Platforms
(31:44) - Query Volume As Moat
(33:00) - Claude Small Business Suite
(35:20) - Cash Flow Forecast Debate
(37:02) - AI Tax Workbook Example
(41:03) - Personal Finance Is A Hobby
(44:14) - Synthetic And Bench Lessons
(47:16) - Why GLs Still Matter
(50:43) - Klarna Rehires Humans
(52:45) - Token Prices Will Rise
(54:07) - Wrap Up And Next Time

Show Notes

Jury Dismisses Elon Musk's Lawsuit Against OpenAI Over Statute of Limitations

https://www.technologyreview.com/2026/05/18/1137488/elon-musk-suit-openai-verdict/

OpenAI Closes $122 Billion Funding Round, Largest in Silicon Valley History

https://siliconangle.com/2026/03/31/openai-just-closed-record-breaking-122b-funding-round-brings-value-852b/

Alphabet and Amazon Stakes in Anthropic Boost Profits by Billions

https://www.bloomberg.com/news/articles/2025-10-31/alphabet-amazon-stakes-in-anthropic-boost-profit-by-billions

Half of Google's and Amazon's 'Blowout AI Profits' Came From a Stake in Anthropic

https://fortune.com/2026/04/30/google-amazon-ai-profits-anthropic-stake-bubble-earnings-2026/

What Microsoft's 10-Q Says About OpenAI

https://om.co/2026/05/01/what-microsofts-10-q-says-about-openai/

OpenAI Launches ChatGPT for Personal Finance, Will Let You Connect Bank Accounts

https://techcrunch.com/2026/05/15/openai-launches-chatgpt-for-personal-finance-will-let-you-connect-bank-accounts/

Introducing Claude for Small Business

https://www.anthropic.com/news/claude-for-small-business

Sasha Orloff (Puzzle) LinkedIn Post: Klarna, AI Agent Costs, and Accounting Quality Risk

https://www.linkedin.com/in/sashaorloff

Klarna Reverses Course on AI Customer Support, Resumes Human Hiring

https://www.customerexperiencedive.com/news/klarna-reinvests-human-talent-customer-service-AI-chatbot/747586/

Khosla Ventures Is Betting $10M on Ian Crosby, Whose Last Startup Bench Imploded

https://techcrunch.com/2026/05/14/khosla-ventures-is-betting-10m-on-ian-crosby-whose-last-startup-bench-imploded/

How Intuit Plans to Ride Out the 'SaaS-pocalypse' (CFO Brew Interview with CTO Alex Balazs)

https://www.cfobrew.com/stories/2026/04/14/intuit-cto-alex-balazs-saas-pocalypse

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Thanks for listening and the great reviews! We appreciate you! Follow and tweet @BlakeTOliver and @DavidLeary. Find us on Facebook and Instagram. If you like what you hear, please do us a favor and write a review on Apple Podcasts or Podchaser. Call us and leave a voicemail; maybe we'll play it on the show. DIAL (202) 695-1040.

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