MARK KOHLERMain Street Professionals, Main Street Professionals, Main Street Professionals, Main Street Professionals, Main Street Professionals, LLC · Owner at Main Street Professionals, LLC

Most Tax Strategies Fail for ONE Reason

24 Dec 2025 · 1 min

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1:07

In this segment, Mark Kohler and a co‑speaker discuss why many tax strategies fall flat: the implementation gap. Knowing a strategy isn’t enough; businesses must actively execute it. Kohler proposes a concrete solution—quarterly planning sessions with a tax advisor who reviews and signs off on the return, treating the advisor as the ship’s first mate while the business owner remains the captain. He stresses holding staff accountable, even firing those who resist, to ensure strategies are carried out. Real‑world examples like the Augusta rule and under‑claimed auto expenses illustrate how mis‑implementation can swing from over‑use to under‑use. The overall message is that disciplined, regular oversight and firm personnel management are essential for tax strategies to succeed.

Chapters

You need to hold your people accountable. And if they push back, you fire them. You do. There's such a big gap between knowing tax strategies or knowing of a tax strategy and then the actual implementation of that tax strategy.
Spoiler alert. The good news is there's a solution, and it involves you being just a little more involved in a quarterly planning session with your tax advisor. And if this is your tax advisor, that's maybe not doing the actual tax return, which is fine. They're outsourcing it or overseeing it. Then you do make sure that that tax advisor is reviewing and signing off on tax return. And they are your first mate on your ship. People, you are the captain of your ship. You've got to take ownership of this. And once a quarter, certainly once a year, but once a quarter is almost mandatory, especially in fourth quarter this time of year. But you're going to have that meeting and say, here's the 5, 6, 15, 10 strategies we're trying to implement. Let's talk through them. Am I doing the right thing on my side with bookkeeping and moving money? Number two, are you making sure it's happening on the tax return? And it is so funny to go from one extreme to the other with a crazy Augusta rule to not even writing off enough auto. You need to hold your people accountable. And if they push back, you fire them. You do.