Can AI do your taxes? Yes, if you have a simple W-2 and standard deduction. For business owners with multiple entities, multi-state operations, or complex structures, AI tax tools can model scenarios but cannot make strategic decisions based on your personal circumstances, timeline, or risk tolerance. AI tax strategy requires human oversight to interpret results […]
If you own rental property and want to scale, a 1031 exchange for rental property is one of the cleanest ways to defer federal tax on the gain and keep more equity working. Important scope and eligibility note: Under current law, Section 1031 applies only to real property held for investment or for productive use […]
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 […]
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 […]
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 […]
If you're a business owner with kids, aging parents, or a big relationship change on the horizon, there are several 2025 last-minute tax strategies for families you can still use before December 31. The right moves can shift income into lower brackets, turn family help into deductible wages, and keep more of your investment gains […]
If you need a replacement business car, SUV, van, or pickup and you’d love more write-offs before December 31, 2025, the 2025 OBBBA vehicle tax deductions can be a big win. Thanks to the One Big Beautiful Bill Act (OBBBA), certain vehicles can be written off almost entirely in the first year, while others get […]
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. […]
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 […]