Tax Strategy Blog for Business Owners

"Information is the resolution of uncertainty."
Claude Shannon

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January 13, 2026
Tax due diligence for alternative investments and the “Big Firm” safety blanket

Tax due diligence for alternative investments is the part that gets skipped when a deal is pitched as “safe” because a household-name firm approved it. Let’s talk about the “Big Firm” safety blanket. You might be sitting across from a financial advisor who has been in the game for 20 years. They are sharp. They […]

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January 12, 2026
Deduct Termination Commission Payment: When a Lump-Sum Payout Can Be Deductible

Deduct termination commission payment is one of those questions that shows up right after a relationship ends with a top-producing salesperson, independent rep, or vendor—especially when the contract includes a big “walk-away” payout. If your business pays a large lump-sum commission to terminate a salesperson or vendor relationship, you may be able to deduct the […]

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January 7, 2026
2026 Tax Strategy for Business Owners: Tariffs, OBBBA Wins, and the IEEPA Wild Card

Happy New Year Here we go. We’re heading into 2026 with one eye on opportunity and one eye on uncertainty. If you’re mapping out your 2026 tax strategy for business owners, there’s a lot happening. Here’s the landscape as I see it—and what it means for your tax plan this year. The Tariff Squeeze Is […]

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December 8, 2025
Year-End Tax Strategies for Families: Marriage, Divorce, Kids and Gifts in 2026

Your family decisions have tax deadlines. Most people find out in April, when it's too late to do anything about it. The IRS uses one day to decide whether you're married for the whole year: December 31. It uses the calendar year to decide whose bracket a dollar lands in. A few moves before the […]

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December 2, 2025
Buying a Business Vehicle Before December 31: What You Can Write Off in 2026

If you're thinking about buying a vehicle to cut your 2026 taxes, here's my rule: buy it because the business needs it. The tax code can pay for a big share of a vehicle you were going to buy anyway. It can't turn a purchase you don't need into a good one. If you do […]

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November 25, 2025
2025 Year-End Retirement Deductions for Business Owners

The clock is ticking on 2025. Your retirement is one year closer, and you still have time before December 31 to lock in powerful 2025 year-end retirement deductions. With a few intentional moves, you can: Below are five opportunities to review before December 31. The limits and thresholds here reflect the IRS’s 2025 inflation adjustments. […]

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November 6, 2025
Tax Strategy for Business Owners: When Taxes Draw Blood

When taxes draw blood, that’s usually the tipping point. For most people, it takes that one painful moment before they finally get serious about tax strategy for business owners. Like having to come up with $35K you’d saved for your child’s college tuition…Or getting slapped with a $140K tax bill at 5 p.m. the day […]

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October 13, 2025
The Recipe for December Tax Panic (Bonus Depreciation Tax Strategy)

Bonus depreciation tax strategy can save both high-earning W-2s and business owners a LOT on taxes. However, it can be done wrong. The Wrong Way to Approach Bonus Depreciation Tax Strategy NO. NO. NO. NO. The Right Way to Apply Bonus Depreciation Tax Strategy NOW make the call to your tax strategist.  NOW.  Then take […]

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October 3, 2025
Due Diligence in Investing: Why Blind Trust Costs More Than Money

Due diligence in investing often gets overlooked when opportunities sound exciting and the people involved seem credible. But skipping it can cost far more than money—it can shake your confidence and leave scars that take years to recover from. Trust should not be given easily. I remember sitting across from a couple who owned a […]

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