EP 90 - How to Mitigate Taxes When Selling Your Business

The Mark Perlberg CPA Podcast

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12d ago 16:24

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Selling your business represents a transformational financial event that requires extensive tax planning and collaboration to avoid potentially massive tax overpayments.
• Notify your tax advisor immediately when considering selling your business
• Assemble the right tax team capable of exit planning - many CPAs lack this expertise
• Consider tax implications in negotiations - understand the differences between asset sales and stock sales
• Buyers typically prefer asset sales for immediate tax benefits and liability protection
• Sellers usually benefit more from stock sales but might accept lower prices
• Determine what you'll do with the sale proceeds - this affects your overall tax strategy
• Non-passive losses can offset capital gains - not just capital losses
• Real estate professional status combined with cost segregation can create substantial tax deductions
• Advanced strategies include owner financing, deferred sales trusts, and charitable structures
• Reliable books and records are essential for accurate basis calculation and asset valuation
If you need help with selling your business or rental portfolios and don't have the right team in place, reach out at prosperalcpa.com/apply.

Chapters

1. The Critical Importance of Tax Planning (00:00:00)

2. Stock Sale vs. Asset Sale Explained (00:03:31)

3. Planning Your Cash Deployment Strategy (00:07:03)

4. Effective Loss Strategies for Capital Gains (00:10:48)

5. Advanced Exit Strategies and Closing Thoughts (00:13:05)

92 episodes

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