Garrett Brown

In This Article When I first became a landlord, I was more worried about finding a tenant than about the lease. I downloaded a template I found online, filled in the basics, and called it good. Rent amount, due date, signatures—I figured that’s all that really mattered.  For a while, it worked. My first tenant

In This Article REPS and short-term rental exceptions are among the most powerful—and misunderstood—tools in a real estate investor’s tax strategy. Misapplying them can wipe out deductions or even trigger audits. These tax strategies offer massive potential savings, but confusion, half-truths, and risky assumptions surround them.  That’s where specialized guidance makes a difference. Firms like

In This Article Short-term rental investing isn’t about grabbing the cheapest fixer-upper and hoping guests magically appear. It’s about choosing the right markets with strong demand, flexible rules, and the potential to push revenue past six figures. In places where hot tubs and pet-friendliness move the needle, the difference between a dud and a standout

In This Article More Americans than ever are pressing pause on the dream of homeownership and turning to long-term rentals instead. And honestly, can you blame them? With high mortgage rates and home prices climbing, buying a home isn’t in the cards for millions of would-be buyers. As homeownership becomes increasingly out of reach for

In This Article Scaling from your first short-term rental (STR) to a full portfolio isn’t just about finding excellent properties but the right way to finance them. And if you’re still relying on traditional mortgages as you grow, you might be hitting roadblocks that smarter investors have already worked around. Here’s the truth: You can’t

In This Article Property managers were considered essential for anyone who owned a rental for decades. They handled everything from marketing to lease agreements to maintenance and tenant communication.  They took their cut, of course, usually between 8% and 12% of your gross rent—sometimes more. And for many landlords, that trade-off seemed worth it. But

In This Article Short-term rental investing isn’t what it was five years ago—and that’s a good thing. The market has finally matured. What used to feel like a Wild West of trial and error now comes with real data, proven guest behavior, and smarter underwriting.  For investors, that means we’re seeing something powerful: steadiness. And

In This Article Ask one person; we’re already deep into a recession. Ask someone else; the economy’s fine—just don’t check your 401(k).  Truth is, whether we’re in a recession, heading toward one, or dodging it by a thread, many short-term rental investors are asking the same thing: What kind of STR market holds up when

In This Article When it comes to real estate investing, knowing the true value of a property is everything. Overpaying for a deal can destroy your returns while undervaluing a potential investment could mean missing out on profitable opportunities. The best way to ensure you make data-driven decisions is by running accurate real estate comps (comparable

In This Article As the real estate market heats up in the spring, many first-time investors and seasoned landlords want to acquire new properties. While analyzing deals and securing financing are top priorities, one crucial aspect that often gets overlooked is insurance. The right coverage (through a company like Steadily) can make or break an