Ask about cost segregation and experience

Is real estate investing still worth it? High mortgage rates and home prices can make buying a rental property seem challenging, if not impossible at times, particularly for a rookie investor with zero experience. But not to worry—in this episode, we’re sharing beginner-friendly tips that will help you find and fund cash-flowing deals in 2026!

Welcome to another Rookie Reply! We’re back with three questions from the BiggerPockets Forums, the first of which comes from someone who’s looking to break into real estate but is unsure of how to make the numbers work in today’s high-interest-rate environment. Is now a bad time to invest, or conversely, the best possible time to get started?

Another investor is looking to leave their W2 for a job in real estate, but should they? Ashley and Tony debate whether this move actually gives you an edge. Finally, behind every good real estate investor is an investor-friendly tax professional. But how do you find one? We share some of the most crucial questions to ask when hiring a CPA!

Looking to invest? Need answers? Ask your question here!

In This Episode We Cover

How to find cash-flowing real estate deals (despite high mortgage rates)

Whether rookies should start investing in real estate in 2026 (or wait)

Choosing the right investing strategy for your long-term goals

The BEST real estate jobs to help fast-track your investing journey

When to leave your current W2 job for a job in real estate

Crucial questions to ask a tax professional before hiring them

And So Much More!

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