Okay. This is silly. You’re probably not going to win. But just for fun, let’s talk about lottery tax planning for one of those giant Power Ball or … [Read more...] about Lottery Tax Planning for a Billion Dollar Drawing
Should Entrepreneurs and Small Business Owners Retire Late? Or Even Skip Retiring?
Recently I found myself talking with friends about a crazy idea. The idea that entrepreneurs should retire late. Or maybe even just not retire. So … [Read more...] about Should Entrepreneurs and Small Business Owners Retire Late? Or Even Skip Retiring?
A Dozen Ways to Deduct Real Estate Losses
Tax law (and especially Section 469 of the Internal Revenue Code) mostly eliminates your ability to save big on taxes using real estate. That said, … [Read more...] about A Dozen Ways to Deduct Real Estate Losses
Rethinking Retirement for Lower Real Rates of Return
The recent research paper, “Long-run Trends in Long-maturity Real Rates 1311-2021,” from economists Kenneth S. Rogoff, Barbara Rossi and Paul … [Read more...] about Rethinking Retirement for Lower Real Rates of Return
Surviving IRS Short-Term Rental Audits
Concerned about IRS short-term rental audits? Hey, you're not crazy to worry if you own a vacation rental. Short-term rentals often shelter lots of … [Read more...] about Surviving IRS Short-Term Rental Audits
Human Capitalists in the Twenty-First Century
I reread a great research paper recently: “Capitalists in the Twenty-first Century,” from the economists Matthew Smith, Danny Yagan, Owen M. Zidar and … [Read more...] about Human Capitalists in the Twenty-First Century
Employee Retention Tax Credits Still Windfall for Professional Service Firm Owners
Okay, you’ve already heard at least a little bit about employee retention tax credits. These credits, part of the COVID-19 relief provided by … [Read more...] about Employee Retention Tax Credits Still Windfall for Professional Service Firm Owners
199A Deduction Errors Cost Small Businesses Big Refunds
The Section 199A deduction lets business owners avoid federal income taxes on that last twenty percent of their business income. Which sounds … [Read more...] about 199A Deduction Errors Cost Small Businesses Big Refunds
Ten Best Roth Alternatives
All the talk about tax law changes, including changes to the Roth rules and then the prospect of higher tax rates for some, seems to be jacking … [Read more...] about Ten Best Roth Alternatives
Tax Strategy Tuesday: Real Estate Professional Tax Strategy
A few weeks ago, I talked about one way to get big real estate tax deductions onto a tax return, the vacation rental tax strategy. This week, I … [Read more...] about Tax Strategy Tuesday: Real Estate Professional Tax Strategy