The Elliot Omanson Show

Estate Planning Explained: Wills, Trusts, Probate & Common Mistakes

What actually happens to your money when you die? Most people procrastinate estate planning — and many make costly mistakes that create family conflict, probate headaches, unnecessary legal fees, or even send assets to the wrong person. In this episode, Elliot Omanson and Nathaniel Vossman break down estate planning in plain English: wills, trusts, probate, beneficiary designations, powers of attorney, healthcare directives, and the biggest mistakes families make. They also cover why most people may not need a trust, how outdated beneficiaries can derail your wishes, and the emotional side of inheritance that can quietly tear families apart. If you want to avoid probate, protect your family, and make sure your assets go where you actually intend, this conversation is a must-watch. Whether you’re married, divorced, have kids, stepchildren, or significant retirement assets, estate planning is something you can’t afford to ignore. 📅 Book a time to meet with Elliot: https://savvycal.com/owlfi/elliot

How Trusts Can Legally Defer Capital Gains Taxes

If you’re selling a business, highly appreciated real estate, cryptocurrency, or another major asset, capital gains taxes could take a massive portion of your wealth. In this episode, Elliot Omanson and Nathaniel Vossman explain how properly structured trusts may help defer capital gains taxes, improve flexibility, and potentially help you keep more of what you’ve earned. The conversation covers business sales, appreciated real estate, installment sale concepts, constructive receipt, tax timing, and why some high-net-worth families structure liquidity events differently than most people. Before selling a business, property, or other appreciated asset, this is a strategy worth understanding. 📅 Book a time to meet with Elliot: https://savvycal.com/owlfi/elliot

Murphy's Market Minute | May 8, 2026

U.S. stocks moved higher this week, supported by a stronger-than-expected April employment report. The economy added 115,000 nonfarm payrolls — well above consensus expectations near 55,000 — while the unemployment rate held steady at 4.3%. Wage growth also came in softer than expected, with average hourly earnings rising 0.2% for the month and 3.6% year-over-year. Cooler wage growth is viewed positively by markets because it reduces the risk of labor costs contributing to persistent inflation pressures. Job gains were concentrated in healthcare, transportation and warehousing, and construction, while federal government employment continued to decline. Earlier in the week, the ISM Services PMI for April came in at 53.6%, marking the 22nd consecutive month of expansion in the services sector. However, investors were more focused on the Prices Paid component, which remained elevated at 70.7% — a four-year high — signaling that service-sector inflation pressures remain persistent. Since services account for roughly 70% of U.S. economic activity, sticky services inflation remains one of the primary obstacles preventing the Federal Reserve from signaling imminent rate cuts. Consumer sentiment continued to weaken as well. The University of Michigan’s preliminary May sentiment reading fell to 48.2 from April’s 49.8 reading, remaining among the lowest levels on record. Higher energy costs and broader economic uncertainty continue to weigh on household confidence, even as long-term inflation expectations remain relatively stable.

The Social Security Decision That Could Cost You Hundreds of Thousands

Social Security may be one of the largest retirement assets most Americans will ever own — yet many people make claiming decisions without fully understanding the long-term consequences. In this educational discussion, Elliot Omanson and Nathaniel Vossman break down how Social Security actually works, including when to claim benefits, how delaying impacts retirement income, how Social Security is taxed, why spousal coordination matters, and how one decision can impact retirement income for decades. The conversation covers survivor benefits, delayed retirement credits, earnings limits while still working, longevity planning, Roth conversion considerations, taxation thresholds, and why Social Security should be treated like a major financial asset — not just a monthly check. Book a time to meet with Elliot to discuss Social Security, retirement planning, or your overall financial strategy: https://savvycal.com/owlfi/elliot [https://savvycal.com/owlfi/elliot]

Growth vs Dividend Stocks: How to Create Income the Smart Way

Growth vs dividend stocks is one of the biggest debates in investing — especially when it comes to generating income. Most investors assume dividends are the best way to create income, but that’s not necessarily true. In this episode, we break down how dividend income actually works, why it’s often misunderstood, and how you can create income by selling shares instead. We also walk through the tax differences between dividends and capital gains, and why the type of account you use (taxable vs retirement accounts) can completely change the outcome. If you’ve ever wondered whether you really need dividend stocks to generate income, this will change how you think about building your portfolio. If you'd like a personalized retirement analysis, reach out to our team. Get a personalized retirement analysis: https://www.owlfi.com/contact