Could an AI agent decide to hack a system, or cancel your software subscription just to complete its task? Blake and David examine reports of AI agents escaping guardrails, flooding IRS rulemaking with generated comments, and taking autonomous business actions. They also trace accounting from ancient clay tokens to today’s AI economy, exploring why calculating profit and trustworthy records matter more than ever.

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Chapters

(00:00) - Profit First Accounting
(00:33) - Dumb Accounting AI
(02:40) - AI Guest Pitch Email
(07:21) - When Agents Go Rogue
(09:38) - OpenAI Agent Hacks Out
(11:57) - Waymo Laws And Goals
(16:33) - IRS Chief Spy Claims
(19:28) - AI Floods IRS Comments
(23:30) - SaaStr AI Cancels SaaS
(28:09) - Ode To Accounting Site
(29:54) - Accounting Births Writing
(31:24) - Double Entry Changes Everything
(32:09) - Industrial Era Standards
(33:29) - Internet Cloud And AI
(34:19) - Hosts React Tokens Return
(36:49) - Profit Cost Accounting And AI
(39:33) - Round Tripping Explained
(44:00) - IRS EIN Breakdown
(46:19) - Trump Accounts Adoption
(48:20) - Tax Leak Sentencing Debate
(50:23) - KPMG Australia Shakeup
(52:09) - QuickBooks MCP Workflows
(55:52) - Intuit Card Versus Ramp
(57:35) - Ramp Stablecoin And Token Spend
(01:00:39) - Wrap Up And Where To Find Us

Show Notes

OpenAI and Hugging Face partner to address security incident during model evaluation

https://openai.com/index/hugging-face-model-evaluation-security-incident/

Trump's IRS Chief Frank Bisignano Accused of Using Hi-Tech Software to Spy on Colleagues' Emails at JPMorgan

https://www.thedailybeast.com/trumps-irs-chief-frank-bisignano-accused-of-using-hi-tech-software-to-spy-on-colleagues-emails-at-jpmorgan/

IRS blitzed with AI-generated comments on proposed tax rules

https://www.accountingtoday.com/news/irs-blitzed-with-ai-generated-comments-on-proposed-tax-rules

Your Agents Are About to Start Firing Your Vendors. Ours Fired Marketo.

https://www.saastr.com/your-agents-are-about-to-start-firing-your-vendors-ours-fired-marketo/

Basis offers AI agents, love letters and an ode to accounting

https://www.accountingtoday.com/news/basis-offers-ai-agents-love-letters-and-an-ode-to-accounting

7 Million Trump Accounts Have Been Opened, Administration Says

https://www.cpapracticeadvisor.com/2026/07/29/7-million-trump-accounts-have-been-opened-administration-says/187586/

DC Circuit Denies Littlejohn Appeal and the Need for Privacy Protections Remains

https://www.ntu.org/foundation/detail/dc-circuit-denies-littlejohn-appeal-and-the-need-for-privacy-protections-remains

KPMG Australia appoints new CEO

https://www.internationalaccountingbulletin.com/news/kpmg-australia-appoints-new-ceo/

KPMG Fires Former COO Eileen Hoggett Over Confidentiality Breach

https://news.ssbcrack.com/kpmg-fires-former-coo-eileen-hoggett-over-confidentiality-breach/

QuickBooks Expands Into Claude and ChatGPT with New Features

https://www.intuit.com/blog/news-social/quickbooks-expands-into-claude-and-chatgpt-with-new-sales-invoicing-payroll-and-lending-features/

Intuit Launches Business Credit Card That Brings Spend Management, Rewards, and Insights Together in QuickBooks

https://investors.intuit.com/news-events/press-releases/detail/1316/intuit-launches-business-credit-card-that-brings-spend-management-rewards-and-insights-together-in-quickbooks

Ramp Brings Stablecoin Accounts and Payments to All Customers

https://www.prnewswire.com/news-releases/ramp-brings-stablecoin-accounts-and-payments-to-all-customers-302830447.html

Ramp Launches AI Token Spend Controls

https://www.prnewswire.com/news-releases/ramp-launches-ai-token-spend-controls-302827389.html

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