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Tax Aspects of Selling Your Business. Bradley S. Dimond, CPA Henry & Horne, LLP February 3, 2011. Overview Assumptions. Tax Aspects. Legal Structure of Business. Sole Proprietor (or SMLLC) LLC (Multi Member) S Corporation C Corporation. Tax Result from Sale – Why it Matters.
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Tax Aspects of Selling Your Business Bradley S. Dimond, CPA Henry & Horne, LLP February 3, 2011
Legal Structure of Business • Sole Proprietor (or SMLLC) • LLC (Multi Member) • S Corporation • C Corporation
Tax Result from Sale – Why it Matters • Sale of Assets or Equity • LTCG v. Ordinary Income • Section 1231- Gain almost but not quite = LTCG • Ordinary Income Recapture • Purchase Price Allocation
Tax Results from Sale – the Results by Entity Form Sole Proprietor (SMLLC) = Asset Sale MMLLC = Asset Sale (for all intents and purposes) S Corporation – Choice and flexibility Section 338(h)(10) election Purchase Price Allocation C Corporation Downside of double taxation Who has negotiating leverage Desire not to purchase contingent liabilities
Other Considerations • Non-compete Agreement? • Personal Goodwill • Installment Sale • Recapture issue • $5 million rule • Charitable or Estate Planning • CRT? – converting LTCG to Ordinary Income • Income of gain shifting – Current gifts of equity • GRATs • Other
Other Considerations Contingent Liabilities Key Executives/Shadow Equity Contingent Purchase Price/Earnout
Other Tax Related Concerns Due Diligence Representations re current on tax filings Property Taxes (personal and real) Payroll Taxes Sales Taxes Unclaimed Property Escrow/Hold Back