Quick Answer Why do most tax strategies never get implemented? Based on my 20+ years implementing tax strategies for business owners, implementation fails because it requires coordination between multiple professionals (attorneys, CPAs, bookkeepers), state-specific compliance expertise, proper documentation, and ongoing maintenance. Most tax advisors specialize in strategy consultation but lack the systems, team, or liability […]
This is a strategy to offset the 28% gold collectibles tax using cost segregation and bonus depreciation. You bought gold years ago as financial insurance. Smart move. Now it's worth $4,888 per ounce—an all-time high. Your $500,000 investment is worth $1 million. Here's the problem: sell it, and the IRS wants $140,000 (28% collectibles tax). […]
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 […]
Can AI do my taxes? It is the question of the year. “Laura, with all this new AI, can’t a computer just do my taxes now?” The honest answer? Yes. If you have a single W-2, a standard deduction, and you don't plan on growing. Honestly? The AI will probably do a great job. It […]
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 […]
Tax implications of buying or selling a small business can make or break your entire deal. And right now? I’m seeing a level of urgency in the small business market that catches a lot of owners off guard. I’m seeing some unusually intense buying and selling activity among my business owners. Some small businesses are […]
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 […]