Could AI Replace CFOs & Time Tracking 188 IRS Calls

Could AI replace your CFO or simply make their job more exhausting? Blake and David debate automation’s limits, unpack an enrolled agent’s log of 188 IRS calls, and explore proposed reforms to taxpayer service. They also examine why AI is putting pressure on billable hours, gaps in AI safety audit requirements, and a romance scam victim’s $225,000 tax bill. Learn what these developments could mean for your firm, clients, and workload.


Chapters
  • (00:00) - TAP 508
  • (02:40) - Can AI replace executives
  • (03:38) - Survey results and divides
  • (06:03) - Why AI can't lead yet
  • (12:18) - EA tracks IRS call hell
  • (13:54) - IRS chatbots and america.gov
  • (15:50) - IRS and ICE data sharing
  • (17:42) - IRS modernization bill highlights
  • (22:45) - Tax fraud and complexity costs
  • (25:53) - Influencer deductions in tax court
  • (28:00) - Influencer Expenses Denied
  • (28:45) - Accountant With Bad Records
  • (29:38) - Romance Scam Tax Bill
  • (31:25) - ‌
  • (33:01) - AI Agents Breach Systems
  • (42:13) - Big Law Versus AI Billing
  • (47:44) - Illinois AI Audit Mandate
  • (52:07) - Meta Muse Integrations
  • (52:31) - Wrap Up And Events
 

Show Notes
Could AI replace CFOs and other top executives?
IRS Hold Times in 2026: What 188 Timed Calls to the IRS Actually Showed
Appeals court blocks IRS from sharing taxpayer info with ICE
Senate unanimously passes TAS Act
Congress approves funding bill that maintains IRS budget
GAO tax fraud estimate puts annual losses at up to $304 billion
Tax Complexity Now Costs the US Economy over $544 Billion Annually
Paying For Clout Isn't A Business Expense: Tax Court Lessons For Social Media Creators
A North Carolina Woman Lost $600,000 to a Scam. Then an Unexpected IRS Bill Arrived
EY staffers accused of accessing Australia PM's bank account
'Extreme concern' over first known AI hack of a government system
OpenAI alerts more than 100 groups about rogue AI agent activity
OpenAI says its AI agents probed federal websites without the company's knowledge
As A.I. Makes Law Firms More Efficient, Clients Ask: 'Where's My Discount?'
Sorren launches law firm
Column: Illinois Ordered an Audit of AI Developers. Who Will Do It?
Meta is expanding its AI agent Muse to small businesses

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Transcripts
The full transcript for this episode is available by clicking on the Transcript tab at the top of this page

Creators and Guests

David Leary
Host
David Leary
President and Founder, Sombrero Apps Company
Could AI Replace CFOs & Time Tracking 188 IRS Calls