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 But financially?They’re often inefficient, outdated, and quietly costing owners tens—or even hundreds—of thousands of dollars over
Most wealthy individuals invest in real estate for one primary reason: taxes. And to be clear, that logic isn’t flawed. Real estate can be an extremely effective tax-planning tool. Depreciation, income deferral, and long-term capital gains treatment can meaningfully improve after-tax outcomes when structured properly. The issue isn’t that people
If you’re thinking about selling your business in 2026, the decisions you make before you go to market will matter far more than the deal terms themselves. For most of my career, I’ve helped business owners exit their companies and transition into the next chapter of their lives. More recently,
Scroll YouTube, TikTok, or Instagram long enough and you’ll find hundreds of videos confidently telling you that you don’t need a financial advisor. After 13 years as a financial advisor, working with everyone from recent graduates to retirees worth $50 million, I can tell you something important: Sometimes they’re right.
“Generational wealth” is one of the most overused phrases in personal finance. Someone receives an inheritance from a grandparent, and suddenly it’s labeled generational wealth. But if we are being precise, most inheritances don’t qualify. The data consistently shows that the average inheritance lasts only one to two generations. That
Download the Full Q4 2025 Market Report (PDF) As we close out 2025, it is worth pausing to celebrate another strong year of performance and take a moment to realize how unusual this year truly was. I would encourage you to quickly glance at the annual market return slide-deck below
The fourth quarter of 2025 delivered strong results, with most markets posting gains. International Developed markets led the way, returning 5.20%, followed by Emerging markets at 4.73%. The U.S. Stock market gained 2.4%, while the U.S. Bond market rose 1.10% and the Global Bond market (ex-U.S.) increased 0.52%. The Global
An 831(b) captive insurance company is one of the most powerful planning tools available to business owners. But most owners make a critical mistake: They treat it like a brokerage account. That mindset can destroy the long-term value of the strategy. If you want your 831(b) plan to create sustainable
January offers a natural reset. A new year creates momentum, and the financial habits you build now can shape your progress for the rest of 2026 and beyond. Strong financial habits do not require drastic changes. They require consistency, intention, and a clear plan. Here are the best financial habits
“We buy a new truck every year to reduce our taxes.” I hear some version of this all the time from business owners. Just the other day, a client called me and said,“Stephen, I’ve got $300,000 of profit I need to write off. What are some good things I can