5 Things We’d Do If We Were Starting Over in Real Estate Today
Real Estate Rookie
Align strategy with market fit
Tony highlights matching strategy (Section 8, flips, STR) to specific zip codes and underwriting constraints.
Still stuck on step one in your investing journey? There are countless success stories from investors who started five, 10, or 20 years ago. But getting started in 2026 is a different ballgame. Not to worry—we’re sharing exactly how we’d approach real estate investing if we were starting over today!
Welcome back to the Real Estate Rookie podcast! Today, Ashley and Tony own dozens of rentals, but not long ago, they were rookies, too. If they had to go back and build their real estate portfolios from scratch, knowing what they know now, what would they do differently? We’re breaking it all down on today’s episode!
Whether you dream of retiring early with real estate or simply owning a rental property or two, this episode is full of helpful tips, tricks, and traps WE wish we knew when starting out. You’ll learn all about setting real estate investing goals, building your buy box, and lining up your financing. We also share why waiting for the home-run deal is actually a trap, while buying the “boring” deals will eventually make you rich!
In This Episode We Cover
Five things we’d do differently if we were starting over in real estate today
Picking the “boring” deal versus waiting for the “home-run” rental
The crucial questions YOU must answer before investing in real estate
Financial “levers” you can pull to help fund your first real estate deal
How to create your buy box and niche down to specific neighborhoods
And So Much More!
Check out more resources from this show on BiggerPockets.com and https://www.biggerpockets.com/blog/rookie-684
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