Most business owners know about income tax. Many know about capital gains tax. But there’s another tax quietly sitting in the background that catches a lot of successful people by surprise. It’s called the Net Investment Income Tax, or NIIT. And for many business owners, it adds an extra 3.8%
If you ask most business owners what taxes they pay, the answer is usually the same: And while those are certainly real, they are only part of the picture. In reality, successful business owners face six different taxes that can erode their wealth over time. Some show up every year.
Most business owners worry about the wrong taxes. They spend time trying to minimize income tax.They ask their CPA about capital gains rates.They worry about estate taxes decades down the road. All of those taxes matter. But the biggest tax I see business owners pay isn’t on their tax return.
Most business owners believe their business will fund their retirement. Most are wrong. That’s not an insult. It’s math. When discussing exit planning and business valuation, asking owners what their company is worth usually results in one of three answers: Very rarely do I get a number grounded in real
If your financial plan starts with “max your 401(k),” you probably don’t have a business owner plan. You have an employee plan. And that’s the problem. There are more employees than business owners. So most financial advice is built around steady paychecks, predictable taxes, and simple retirement structures. Then that
When most business owners think about selling, they picture an outside buyer—a competitor, a private equity firm, or a strategic acquirer. But one of the most rewarding and often overlooked exit paths is right under your nose: selling your business to a key employee or a small group of employees
Saving for your child’s education is one of the most thoughtful financial gifts you can give. A 529 plan offers real advantages — tax-free growth, tax-free withdrawals for qualified education expenses, and in many states, a deduction on your state income taxes. It’s a powerful tool. At a Glance Before
Most advisors talk about trusts when estate taxes come up. Very few talk about 529 plans. And yet, one properly structured 529 strategy saved our client over $1 million in estate taxes — while still allowing them to retain control of the assets. This case study shows how educational planning
Professional Employer Organizations (PEOs) can be helpful. They simplify payroll, HR, benefits administration, and compliance, especially for growing companies. Because of that convenience, many business owners assume it also makes sense to use the PEO’s bundled 401(k). In practice, that’s often a mistake. A retirement plan is a long-term commitment
I review a lot of 401(k) plans for business owners. And here’s the truth most people don’t want to hear:Most of them are technically “fine.”They pass compliance tests. Contributions go in. Statements go out. But financially?They’re often inefficient, outdated, and quietly costing owners tens—or even hundreds—of thousands of dollars over