Real Estate Rookie

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From Zero to 11 Real Estate Deals in 6 Years by Buying Properties 99% Ignore May 04, 2026

Show notes

You don’t need a huge savings account or even a ton of life experience to start investing in real estate. At just 18 years old, today’s guest used her entire life savings to buy her first real estate deal. It was just an empty parcel of land, but it ended up becoming a $120K home-run deal that catapulted her toward 10 more deals over the next six years!

Welcome back to the Real Estate Rookie podcast! Tiffany Da Silva had just graduated from high school when she decided to go (literally) all-in on real estate investing. Despite having no credit and just $12,000 to her name, she took the plunge, using every last dollar to bid on an empty parcel of land at a tax deed sale. What was going to be a simple land flip turned into a rental property that has made her over $120,000!

With proof of concept, Tiffany went back to the well, buying up several more real estate owned (REO) properties at auctions and even dabbling in new construction. Whether you feel you’re too young to invest, too old to start, or somewhere in the middle, anyone can follow Tiffany’s blueprint and copy her success!

In This Episode We Cover

How Tiffany bought her first real estate deal at just 18 years old

Tiffany’s journey from zero to 11 real estate deals in six years

How to buy discounted properties at tax deed sales and auctions

Using hard money to fund your off-market real estate deals

Real estate owned (REO) properties explained (and how to find them!)

And So Much More!

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How to Estimate Rehab Costs from Scratch (Materials & Labor) (Rookie Reply) May 01, 2026

Show notes

Need help estimating rehab costs? This is a huge unknown for many rookie investors. But not to worry—in this episode, we’ll show you how to do this as accurately as possible so you have fewer surprises once you’re under contract and it’s time to get your hands dirty!

Welcome to another Rookie Reply! If you’re stuck with a property that’s giving you negative cash flow, you have two choices: hold (and figure it out) or sell. The answer is more nuanced than you probably think, but we’ll point you in the right direction. Next, whether you’re using the BRRRR method, flipping houses, or simply updating an existing rental property, every real estate investor must perform renovations at some point. Stay tuned to learn how to accurately estimate these costs and avoid over-improving your property.

Finally, agents and sellers can become frustrated by “lowball” offers, but is there such a thing as an offer that’s too aggressive? We’ll show you how to find discounted deals without burning bridges along the way!

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

In This Episode We Cover

How to accurately estimate rehab costs (step by step)

How to avoid losing money by over-improving your property

What to do when your rental property is giving you negative cash flow

Whether you should hold or sell an underperforming property

What to know before making an “aggressive” real estate offer

And So Much More!

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BRRRR vs. Turnkey: Which Rental Strategy Actually Wins? (Not What You Think) Apr 29, 2026

Show notes

Before you buy your first rental property, you’ll need to pick an investing strategy. Should you opt for the convenience of a turnkey rental property or swing for more upside with the BRRRR method (buy, rehab, rent, refinance, repeat)? We’ll help you make the right choice!

Welcome back to the Real Estate Rookie podcast! Today, we’re breaking down everything you need to know about turnkey real estate and value-add rental properties. To make sure we’re comparing apples to apples, we’ll use the same example property, crunch the numbers, and cover both processes from start to finish—your all-in costs, project timelines, cash flow, and much more. Which strategy is more rookie-friendly? Which makes more money? Which has the biggest risks? You’re about to find out!

We provide a checklist of things you’ll need to do before committing to one strategy or the other, and then help you make a decision that aligns with your lifestyle and investing goals. Whether you’re starting from square one or have already begun narrowing down your options, this episode will give you the confidence to move forward!

In This Episode We Cover

The convenience of turnkey properties versus the upside of value-add real estate

How to choose an investing strategy that fits your long-term goals

The biggest investing risks to consider when using the BRRRR method

Four crucial questions to ask before committing to an investing strategy

The “checklist” to complete before buying your first investment property

And So Much More!

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From Extreme Job Burnout to Breakthrough with 2 Rentals (He Quit His W2) Apr 27, 2026

Show notes

Feel stuck in a career that’s slowly wearing you down? Rentals give everyday people a clear path to financial freedom and flexibility, but few take it. When today’s guest had finally reached his breaking point, he grabbed the opportunity with both hands, trading his W-2 job for real estate!

Welcome back to the Real Estate Rookie podcast! Brian Flint had his “dream job,” or so he thought. After two decades of mentally and physically demanding work, a traumatic work incident caused him to rethink what he wanted his life to look like over the next 20-30 years. Thankfully, he had real estate investing to fall back on, which simplified the decision to step away from his career as a fire captain.

With rental properties, Brian has been able to not only leave the grueling 100-hour workweeks behind but also fund his $1 million dream home, buy vacation rentals across the U.S., and claim thousands of dollars in tax benefits. Whether you’re content at your nine-to-five or actively plotting your escape, Brian will show you how to make rentals part of your future!

In This Episode We Cover

How Brian left his W-2 job to focus on real estate investing (full-time!)

Why Brian doubled down on rentals when his portfolio was $300,000 underwater

Buying rental properties at a deep discount through VA foreclosure lists

How to make money and gain experience with the co-hosting strategy

Saving thousands with bonus depreciationand other tax benefits

And So Much More!

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Should You Self-Manage Your Rentals or Hire a Property Manager? (Rookie Reply) Apr 24, 2026

Show notes

Offer accepted! Congratulations—you’re well on your way to buying a rental property. But first, your earnest money deposit (EMD) is due. How much do you need to put down? What about due diligence fees? And what happens if the home inspection comes back with major issues? In today’s episode, we’ll show you what to pay and how to protect yourself!

Welcome to another Rookie Reply! Your earnest money deposit is often the first big financial commitment you’ll make to your investment property. Ashley and Tony show you how to navigate the process, which contingencies to include, and what to do if an inspection goes sideways. Next, we tackle a question that forces investors to sacrifice cash flow or time: Should you self-manage your rental property or hire a property manager? Being a landlord might seem intimidating, but we’ve got a few tips that will make your experience much easier.

Maybe you’re not ready for earnest money deposits or property managers yet because you haven’t found a real estate market with affordable home prices! Where should you start your search? What data should you be using? Stick around and we’ll break it all down!

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

In This Episode We Cover

Earnest money deposits and due diligence fees explained (and how much to pay)

What to do when your home inspection comes back with major problems

Self-managing versus hiring property managementfor your rental property

Where to invest when you can’t afford the home prices in your market

Must-have data when choosing a new real estate market to invest in

And So Much More!

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Need Money for a Down Payment? Try These 8 Side Hustles (That Actually Work) Apr 22, 2026

Show notes

Don’t have enough cash for a down payment or enough income to qualify for a mortgage? You’re not alone—many rookies have been (or are) in your shoes. If money’s the one thing standing between you and your real estate investing goals, stay tuned, because we’re bringing you eight side hustles that could help you buy a rental property!

Welcome back to the Real Estate Rookie podcast! Today, we’re sharing our favorite side hustles to start alongside your nine-to-five job. We’re breaking down everything about these gigs, from the money, tools, and skills you’ll need to get started to each strategy’s income potential. Some of them take a few months to gain traction, but others can be up and running in a matter of days!

And get this: each of these side hustles is proven—not just by people looking to make a few extra bucks, but by real rookie investors we’ve had on the podcast. Whether you’re starting from zero or need a little more money to fund your next real estate deal, these ideas will give you the push you need!

In This Episode We Cover

Eight side hustles that could pay for your next rental property

Real case studies from past Real Estate Rookie guests

How to choose, start, and scale your side hustle (step by step)

Startup costs, must-have tools, and income potential for different gigs

How to buy, refurbish, and flip “cheap” items for a massive profit

And So Much More!

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How to Turn Your “Stuff” Into Cash-Flowing Assets (And Buy More Rentals) Apr 20, 2026

Show notes

If you could create a few income streams that gave you an extra $10,000, $20,000 or more per year, how would it change your life?

Today’s guest has made a habit of turning her liabilities into cash-flowing assets, using everything from normal rental properties to mobile home parks, campers, and trucks to make more money. Stay tuned, and she’ll show you how to do the same so you can reach your financial goals sooner!

Welcome back to the Real Estate Rookie podcast! During her time in the Air Force, Kimber Rachuy spent very little time in one place, often being stationed in different states and even countries. This would make real estate investing difficult for the average investor, but Kimber took action wherever her feet were. Fast forward to today, and she has four properties and seven rental “units” in multiple countries.

Like most rookies, Kimber has never had millions to invest. But by getting creative with seller financing, IRA lending, and even selling her own vehicles, she’s always been able to scrounge up the funds for her next investment. In this episode, she shares her secrets to long-distance investing, the side hustles that grew her income, and more!

In This Episode We Cover

How Kimber scaled her portfolio to four properties and seven rental units

Real estate side hustles that could help fund your next real estate deal

Using a self-directed IRA (SDIRA) to make alternative investments

Funding properties without the bank using seller financing

Kimber’s keys to long-distance investing (out of state and overseas!)

The number one mistake rookies make when self-managing a rental property

And So Much More!

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Should You Buy a Single-Family Rental or a Duplex? (Rookie Reply) Apr 17, 2026

Show notes

Looking to buy a rental property? First, you’ll need to decide between a single-family home and a small multifamily property. Which makes more money? And which is the better long-term investment? We’re breaking it all down in today’s episode!

Welcome to another Rookie Reply! You’ve just received good and bad news. The good news? Your tenant gave you a heads up that rent will be late this month. The bad news? Rent will be late this month! What should you do—try to work with your otherwise-great tenant or enforce the terms of your lease agreement? We get into late fees, landlord-tenant laws, and even a solution that will help you keep the peace and get your rent on time!

Next, what type of rental property should you buy? A single-family home or a small multifamily property, like a duplex? We weigh the pros and cons of each so you make the right choice. Forming a real estate investing partnership? You could test the waters by flipping a house or using the BRRRR method (buy, rehab, rent, refinance, repeat), but one option might be better than the other!

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

In This Episode We Cover

The pros and cons of single-family rentals and small multifamily properties

Which type of rental property is the best investment for YOU

What to do when you’ve got a late-paying (or non-paying) tenant

When to “work with” a tenant and when to enforce the lease agreement

The best investing strategywhen forming a new real estate partnership

And So Much More!

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The 5-Step Framework for Investing in Real Estate with Your Spouse (or Partner) Apr 15, 2026

Show notes

Sometimes the biggest obstacle to buying a rental property isn’t finding real estate deals, or funding them, but getting your significant other on board! This is a major barrier for many new investors, and today, we’re helping you break through that barrier. In just a few months, your partner could be a full-fledged real estate rookie, too!

Welcome back to the Real Estate Rookie podcast! In this episode, we share our five-step framework for getting your spouse on board with rental property investing. Don’t have a significant other? Use this blueprint to pitch real estate investing to a friend, family member, or coworker and form an investing partnership!

We show you how to identify the long-term goals you have in common and connect them to real estate. You’ll also learn how to not only address any worst-case scenarios so you come across as competent and confident but also involve them in your plan. Whether your potential partner is completely opposed to the idea, cautiously supportive, or nearly ready to jump in, we’ll help you move them across the finish line!

In This Episode We Cover

Five steps to getting your spouse on board with real estate investing

The number one reason why your partner won’t invest with you (yet!)

The three responses investors usually get from their non-investing partners

Three small steps that will involve your spouse in your investing strategy

How to form a partnership with a spouse, partner, friend, or family member

And So Much More!

Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠advertise@biggerpockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠.

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He Lives Overseas, But His 3 Rentals Cash Flow While He Sleeps Apr 13, 2026

Show notes

You don’t need hundreds of rental units to design the life you want. Today’s guest is busy traveling the world and only wants a handful of rental properties that can pay him while he sleeps. Since he’s unable to put roots down in any one market, he’s built reliable teams that keep everything running smoothly. If he can do it, YOU can too!

Welcome back to the Real Estate Rookie podcast! Nearly 20 years ago, David Epstein became an “accidental” landlord, despite having a mountain of law school debt and very little knowledge about real estate. His first property? A small New York co-op that he was forced to rent out after being sent overseas. By growing his network, he was able to keep the property occupied and managed from thousands of miles away.

This opened David’s eyes to the possibilities of real estate investing, but rather than scaling his real estate portfolio rapidly, David has taken a more strategic approach—picking strong long-term markets and choosing his properties carefully. Today, he owns three rentals, and as he nears retirement, he hopes to have five or six cash-flowing properties to help fund his lifestyle. Tune in to learn exactly how he plans to do it!

In This Episode We Cover:

How David built a rental portfolio that pays him while living overseas

Getting into real estate at a more affordable price with the “co-op” strategy

How to get your spouse on board with your real estate investing goals

Scaling a real estate portfolio that funds your retirement lifestyle

The pros and cons of investing in turnkey rental properties

And So Much More!

Links from the Show

Ashley's BiggerPockets Profile

Tony's BiggerPockets Profile

Join BiggerPockets for FREE

Real Estate Rookie Facebook Group

Real Estate Rookie YouTube

Ask Your Question for a Future Rookie Reply

“Like” Real Estate Rookie on Facebook

Follow Real Estate Rookie on Instagram

Join us at the BiggerPockets Conference October 2-4 in Orlando. Buy tickets

Property Manager Finder

Living Overseas Can Help You Earn More Money in Real Estate Over the Long Run—Here’s How

Grab the Book, Long-Distance Real Estate Investing

David's BiggerPockets Profile

David’s LinkedIn

Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠advertise@biggerpockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠.

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