Real Estate Investors Association of Greater Cincinnati

Markets rise. Markets fall. But savvy investors build systems that keep working, no matter which direction the headlines go.

It’s 2025, and something feels eerily familiar. The stock market continues its upward climb, fueled in part by policy decisions designed to keep confidence high. But under the surface? Cracks are beginning to show. Housing inventory is creeping up. Buyer activity is cooling. According to Redfin, the typical home is now spending more days on the market than at any point since 2015.

If you've been investing in real estate long enough, you might be flashing back to 2007. And while history doesn’t repeat exactly, it does rhyme. The question is: how are you preparing?

Traditional financial advice often encourages diversification. But what if you're heavily invested in real estate and prefer control over guesswork?

The volatility of Wall Street isn’t just a matter of risk; it’s a matter of timing. A portfolio that drops 20% right when you need to tap it for income or to replace HVAC can throw off your entire plan. That’s why more investors are turning
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A real estate investor—we’ll call her Maria—spent 20 years building a $3 million portfolio. She did everything right on paper: maximized depreciation, tracked every expense, and executed 1031 exchanges like a pro. But when sudden health issues forced her to sell everything, she got slammed with a tax bill that wiped out nearly 40% of her gains. The kicker? Most of it could have been avoided with long-term planning.

We’re not tax pros or attorneys—this isn’t personal advice. But it is your warning shot. These are the conversations you need to start now, not when you’re already holding a purchase contract.

Most investors expect capital gains tax when they sell. But you’re actually dealing with four different taxes—and the total can be shocking:

1. Depreciation recapture at up to 25% on every dollar you’ve depreciated. Took bonus depreciation to save money short-term? It’s coming back.
2. Capital gains tax of 0%, 15%, or 20%, depending on your income. Still better than ordinary income—but often avoidable.
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Are you feeling lost when it comes to seeking financial assistance? You're not alone! Many people are struggling to determine who to turn to for help with their finances. Let's clear up the confusion by examining the roles of three key players: the Certified Public Accountant (CPA), the bookkeeper, and the CFP® (CERTIFIED FINANCIAL PLANNER™). Understanding their areas of expertise will empower you to make the right choice for your financial needs. Let's dive in and shed some light on who can best assist you in navigating your financial journey.

A Certified Public Accountant (CPA) is your financial superhero when it comes to your taxes. They're experts at handling taxes, making sure your financial statements are correct, and following compliance. So, basically they’re the ones who need help you in understanding taxes, making sure your money reports are accurate, and making sure you stay on the right side of the Internal Revenue Service.

Think of a Bookkeeper as your financial organizer. They handle your financial records by recording
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