The Accounting Podcast The Accounting Podcast

How Sam Leon Uses Claude Cowork to Prep Tax Returns 5x Faster

Jul 25, 2026 · 1h 7m

Summary

Hosts Blake Oliver and David Leary discuss the dismissal of Trump’s IRS lawsuit, California’s proposed billionaire tax, and New York’s luxury home tax. They analyze AI’s impact on accounting, noting that verification work creates a new bottleneck rather than full automation. The episode features an interview with Sam Leon of Millennial CPA, who explains how he uses Claude to accelerate tax prep in his one-person firm.

Topics discussed

Intro and Digits AI-native ledger sponsor Trump IRS immunity deal and legal implications California billionaire tax ballot measure New York pa de terre tax and co-op liability Value Builder sponsor and advisory work Xero CEO compensation and stock sell-off AI productivity myths and Sage survey data AI impact on hiring and job descriptions OnPay sponsor and payroll solutions Legacy systems, IBM 402, and AI maintenance Cloud Accountant Staffing sponsor Sam Leon intro and AI workflow background Using Claude for tax return prep and workpapers AI review process and pricing models Tax Weave platform and closing remarks
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