How to Minimize Your Taxes on Big Transactions with Guest Elizabeth Guidi from Kilpatrick Townsend

How to Minimize Your Taxes on Big Transactions with Guest Elizabeth Guidi from Kilpatrick Townsend

August 25, 2025 · 60 min · Season 3 · Episode 22

About this episode

This episode discusses strategies to minimize taxes on big transactions with insights from tax attorney Elizabeth Guidi.

Hosts: Alan Darby & Jaclyn Martinez Guest: Elizabeth Guidi, Tax Attorney at Kilpatrick Townsend Your transaction outcome isn't just about the headline price - it's about what you actually keep after taxes. Most sellers focus on valuation multiples but miss how deal structure can dramatically impact their after-tax proceeds. Asset purchases with rollover equity often beat straight stock sales from a tax perspective. The "structure first" mindset can save significant dollars compared to focusing solely on purchase price negotiations. Purchase Price Allocation How assets are valued affects your tax treatment Goodwill allocation and step-up in basis implications What actually moves the needle on your tax bill Payment Timing Strategy Earnouts vs cash today - the tax timing trade-offs Working capital adjustments most sellers don't see coming Escrow and indemnity tax implications Entity Structure Traps S-corp, LLC, and C-corp nuances that catch sellers off-guard Why your business structure affects deal taxation Planning moves that should happen before you start negotiations Hidden Tax Landmines - State and local tax surprises that can derail your planning- Geographic…

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Hosts: Alan Darby, Jaclyn Martinez

Guest: Elizabeth Guidi

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Organizations: Kilpatrick Townsend

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