Trump Accounts, NIL Tax Chaos, and Automatic Penalty Relief

Roger and Annie cover a mid-year batch of tax updates: new Trump account reporting rules and gift tax relief, the tangled world of NIL taxation (including a court case over an influencer's courtside Lakers tickets and concert deductions), a new automatic penalty relief program, IRS online account updates, practitioner succession planning requirements, and fresh AI guidance for tax practice.

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Chapters

• (00:00) - Podcast kickoff and travel
• (01:49) - Midyear tax roundup agenda
• (02:37) - Trump accounts reporting changes
• (03:40) - Gift tax safe harbor update
• (07:29) - ERC claim extension option
• (09:43) - NIL taxes and missing guidance
• (14:39) - Influencer deductions court battle
• (23:13) - Sports tax talk and big events
• (24:40) - Automatic penalty relief program
• (28:22) - Automatic Penalty Relief Concerns
• (30:06) - Tax Pro Account Benefits
• (31:56) - Online Accounts Going Mainstream
• (33:50) - Helping Clients With IDme
• (34:50) - Paper Checks and Digital Push
• (38:13) - Succession Planning Best Practices
• (43:32) - AI Guidance Under Circular 230
• (48:12) - AI Fees and Due Diligence
• (50:12) - Minimum Standards for Preparers
• (51:22) - IRS Forums and Wrap Up

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Annie Schwab

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