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May 6, 2025 23 mins

“Tax planning is not about saving a few dollars. It’s about protecting your investment, your relationships, and your future returns.”


What You’ll Discover Today:
If you're acquiring a business, tax planning might not be your first concern—but it should be. In today’s episode of The Inside BS Show, Dave Lorenzo sits down with tax expert Harry Cendrowski to explore why the buyer in a business acquisition needs to be just as focused on the seller’s tax treatment as the seller is. You’ll hear insider advice on asset vs. stock sales, depreciation strategies, IRS pitfalls, and how to avoid acquiring more than just a business—like someone else’s tax mess.


Key Topics Discussed:

  • Why buyers should care about the seller’s tax situation
  • The difference between asset sales and stock sales from a tax standpoint
  • Depreciation recapture and how it can affect deal structure
  • State tax exposure and overlooked liabilities during acquisitions
  • Background checks and personal tax issues that bleed into business performance
  • Entity structure and how it affects future acquisitions
  • How bonus depreciation and tax strategy can drive ROI
  • Cross-border tax considerations and the need for country-specific advisors
  • When and how to engage your tax team to avoid costly mistakes

Links and Resources:

Call to Action:
Before your next business acquisition, sit down with your tax advisor. The best deals are built with smart planning, not just good intentions. If you want expert guidance before—or after—you buy, give Harry a call. And if you want to make better decisions that grow your business and protect your wealth, keep tuning into The Inside BS Show.

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