Real Estate Rookie

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Latest Episodes:

Changing His Family’s Future with 3 “Boring” Rentals and $2,500/Month Cash Flow Feb 23, 2026

Show notes

Think you need a trust fund, seed money, or a rich uncle to invest in real estate? You don’t! With just 10 years of simple, “boring” investing, rental properties could completely alter your life’s trajectory. Today’s guest started from zero but now owns a small real estate portfoliothat brings in over $2,500 in monthly cash flow!

Welcome back to the Real Estate Rookie podcast! Kadeem Kamal didn’t come from money—quite the opposite. But after discovering he could buy a house that doubled as a rental property, after years of paying rent, he grabbed the opportunity with both hands. Since buying that first property back in 2018, Kadeem has bought two more rental properties, built his own home, and never paid his mortgage out of pocket!

Like many rookies, Kadeem knew very little about real estate investing when he got started. But by taking action and learning on the fly, he’s been able to secure his family’s financial future. In less than a decade, Kadeem has built up over $800,000 in equity. Stay tuned to learn how YOU can copy his success!

In This Episode We Cover

How Kadeem makes $2,500 in monthly cash flow with three rental properties

A 10-year game plan for achieving financial freedom with “boring” investing

Having tenants pay your mortgage with the house hacking strategy

The creative strategy Kadeem used to fund the down payment for his first property

Section 8 rental income isn’t guaranteed? (How to protect yourself!)

And So Much More!

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Should I Use My Home Equity to Buy My Next Rental Property? (Rookie Reply) Feb 20, 2026

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Should you use your home equityto buy a rental property? Whether it’s your primary residence or another investment property, this strategy could help you scale faster. But between a cash-out refinance, a home equity line of credit (HELOC), or a different method entirely, what’s the best way to tap into your funds?

Welcome to another Rookie Reply! Today, Ashley and Tony are answering more questions from the BiggerPockets Forums, the first of which comes from someone who’s looking to redeploy the home equity they’ve built up in one of their properties. Tune in as we share several creative ways to take down your next deal and grow your real estate portfolio!

Another investor is struggling to estimate rents when analyzing rental properties. We share several tools every rookie can use, as well as the method Ashley uses to calculate rents by hand. Finally, if you own short-term rentals, a cleaner might be the most important hire you ever make. Stick around as Tony shares the process he uses to find, vet, and onboard one!

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

In This Episode We Cover

How to buy a rental property (faster) by “recycling” your money

The best ways to tap into your home equity and reinvest in real estate

How to (accurately) estimate rents for any investment property

Why you always need a “pivot” for any real estate investment

Finding, vetting, and hiring cleaners for your short-term rentals

And So Much More!

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How to Buy Your First (or Next) Rental Property in 2026 (Step by Step) Feb 18, 2026

Show notes

Want to buy your first rental property in 2026? You’ve come to the right place! Whether you dream of becoming a “small and mighty” investor or building a large real estate portfolio, buying that first property is often the biggest hurdle. But today, we’re going to show you how to do just that, step by step!

Welcome back to the Real Estate Rookie podcast! Real estate investing might seem daunting, but in this episode, Ashley and Tony break the entire process down into manageable, rookie-friendly steps. We cover everything from setting goals and laying the right financial foundation to making offers and getting properties under contract. Along the way, you’ll learn how to choose your investing strategy, pick your market, analyze deals, and build out your very own investing team.

Even if you’re starting with zero knowledge or experience, it doesn’t need to take six months, a year, or longer to buy an investment property. With our rookie-friendly roadmap, you have all of the tips and tools you need to take down that first property in 90 days or less!

In This Episode We Cover

How to buy your first (or next) rental property in 2026 (step by step)

Why you need to lay the proper foundation before investing in real estate

Picking the right real estate market and building out your investing team

How to analyze rental properties like a pro with Tony’s seven-day challenge

How to make an offer, negotiate, and get your next deal under contract

What to do once you’ve officially closed on your first investment property

And So Much More!

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Buying 4 Small Multifamily Rentals in Just 2 Years (While Working a W2) Feb 16, 2026

Show notes

The what-ifs of real estate investing keep manyrookies on the sidelines indefinitely. But when today’s guest determined his “safe” nine-to-five was just as uncertain as buying a rental property, he took the plunge. Now, having bought four small multifamily properties in just two years while keeping his W2 job, he’s fast-tracking financial freedom!

Welcome back to the Real Estate Rookie podcast! Like many rookies, Derek Brickley dreamed of owning a sizable rental portfolio, but taking that first step was his biggest hurdle. He could have allowed his blind spots to keep him trapped in analysis paralysis, but instead, he leaned into his investing network and drummed up the courage to buy his first house hack. It wasn’t a home-run deal, but it changed everything, teaching him how to make offers on properties, plan renovations, and manage tenants.

Now, Derek has the tools to scale his real estate portfolio and an investing strategy that has set him on a clear path to financial freedom. Rather than using real estate to supplement his day job, his W2 income now supplements his investments. Stay tuned as he shares his highly “repeatable” process!

In This Episode We Cover

How Derek bought four small multifamily properties in just two years

Building your rental portfolio faster by keeping (not quitting!) your W2 job

Leveraging your investing network to bridge the knowledge “gap”

Having tenants pay for your living expenses with the house hacking strategy

How to do your due diligence before inheriting tenants with a rental property

Critical mistakes to avoid when tackling do-it-yourself (DIY) renovations

And So Much More!

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How to Buy Rental #2, #3, or #4 When You’re Out of Funds (Rookie Reply) Feb 13, 2026

Show notes

Stuck at one rental property? Maybe you spent years saving for that first down payment, and now, your funds are depleted. Where do you go from here? Not to worry—we’ll show you how to get past this common rookie roadblock and buy your second, third, and fourth deals!

Welcome to another Rookie Reply! Ashley and Tony are back with more questions from the BiggerPockets Forums, the first of which is about scaling when you’re out of cash. Some rookie investors throw their entire savings at that first investment property, so do you really have to start over to buy the next one? Maybe you don’t! We share a few strategies that will help you grow your real estate portfolio faster.

Insurance premiums have risen in many markets, but what do you do when they actually kill your deal, wiping out any potential cash flow? Abandon the deal entirely? Go back and negotiate with the seller? We also hear from an investor who wants to build an Airbnb business and take advantage of the short-term rental tax loophole, but is struggling to pick a market. We’ll help them narrow down their options!

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

In This Episode We Cover

How to scale your real estate portfolio when working with limited funds

Using creative financing to buy rental properties with less money down

How to reduce your taxable income with the short-term rental loophole

What to do when insurance costs blow up your real estate deal

How to find and choose the best short-term rental markets for 2026

And So Much More!

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3 Reasons Why You Haven’t Bought Your First Rental Property (Yet) Feb 11, 2026

Show notes

If you’re like most rookies, you probably won’t buy a rental property in 2026.

After all, there are too many things working against you: high mortgage rates, fewer deals, and concerns about the housing market. Plus, you’re just not “ready” yet, right?

Welcome back to the Real Estate Rookie podcast! Today, we’re breaking down the three biggest reasons why most rookies won’t invest in real estate this year. These hurdles have one thing in common: fear. It might be that you lack the confidence to make an offer, or perhaps you’re waiting for the “perfect” deal to fall into your lap. Maybe you’re convinced you need more education, when really, you’ve got a bad case of analysis paralysis.

Whatever the reason, it’s time to stop merely dreaming about building wealth with real estate and start executing. In this episode, we’ll show you the huge opportunity cost of sitting on the sidelines, how getting creative can make the numbers work, and why it’s okay to submit a “lowball” offer. Stick around for a simple rookie challenge that will help you make serious progress in your investing journey this year!

In This Episode We Cover

The three reasons why most rookies won’t buy a rental property in 2026

Common fears that could stop you from taking down your first real estate deal

Why your nine-to-five job isn’t actually any “safer” than real estate investing

Why waiting for the “perfect” deal could cause you to miss out on great deals

The 2026 challenge that will help you break free from analysis paralysis

And So Much More!

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The W2 Employee’s Roadmap to Financial Freedom (Buy Rentals While Working 8-6) Feb 09, 2026

Show notes

Think you’re too busy to own rental properties? Real estate investing doesn’t have to dominate your time or energy. Today’s guest is living proof, having built a three-property rental portfolio in just two years—all while juggling a 50-hour workweek!

Welcome back to the Real Estate Rookie podcast! When Rashad George sold his primary residence for a $100,000 payday, he realized that real estate was the missing piece in his quest for financial freedom. Despite being swamped at his eight-to-six job, he found ways to start small, buying a new build investment property that required very little upkeep. Then, he graduated to more difficult projects needing cosmetic rehabs and eventually, full-gut renovations.

Now, Rashad has settled into Section 8 investing, which delivers consistent monthly cash flow while he continues to advance in his career. In this episode, he busts some of the myths surrounding this investing strategy, shares how he structured his first real estate partnership, and shines a light on the tax loophole he uses to offset his active income!

In This Episode We Cover

How Rashad built a 3-property portfolio in two years (while working eight-to-six)

How to get consistent monthly cash flow with Section 8 investing

What you need to know before forming your first real estate partnership

The short-term rental tax loophole you can use to offset your active income

How to find and buy discounted real estate deals at an auction

And So Much More!

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No Money? Creative Ways to Fund Your Next Rental Property (Rookie Reply) Feb 06, 2026

Show notes

Money. It’s the first BIG hurdle every rookie faces when buying a rental property. Can’t put 20% down? Maybe you don’t need to!

Welcome to another Rookie Reply! We’re back with three new questions from the BiggerPockets Forums, and first, we hear from someone who’s looking to scrounge up the funds for their first real estate investment. If you have the right deal, you could bring very little, and in some cases, no money, to the table. But it’ll probably require some legwork!

Next, if you’re looking for off-market properties, you’ll want a reliable wholesaler who can deliver a steady stream of quality deals. Stay tuned as we show you how to not only find them but also become part of their inner circle.

We also tackle a question many rookies have: Should you line up your financing before or after you’ve found a deal? One approach gives you a clear edge when it comes to narrowing your buy box, making offers, and negotiating with sellers!

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

In This Episode We Cover

Ways to buy an investment property with little or no money down

Creative financing strategies YOU could be using to fund deals in 2026

How to find reliable wholesalers who can provide consistent deal flow

Why lining up financing early gives you a serious edge when making offers

How to build trust with potential partners, lenders, and wholesalers

And So Much More!

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I Just Lost $25,000: What I Learned from My Worst Real Estate Deal (Ever) Feb 04, 2026

Show notes

Ashley just did her worst real estate deal. Ever.

We always talk about the good real estate deals, but what about the bad deals? The rental properties with the nightmare rehabs or the messy evictions? The truth is that the lessons learned from these blunders often propel us toward bigger and better deals.

Welcome back to the Real Estate Rookie podcast! Today, we’re going over one of Ashley’s recent deals, where she lost over $25,000. But it could have been even worse. As you’re about to hear, she bit off a little more than she could chew, tackling a new investing strategy with a much more difficult renovationthan she signed up for.

Ashley shares what went wrong while analyzing the property, the huge mistake she made during the due diligence phase, and how a little indecision snowballed into thousands in holding costs. But most importantly, you’ll learn what Ashley’s taking away from this painful experience so that her next deal is much better for it!

In This Episode We Cover

Breaking down Ashley’s worst real estate deal ever (and a $25,000 loss!)

The critical mistake Ashley made during the due diligence phase

Why time is of the essence when taking on a large rehab project

Why you should always “test” new strategies, markets, andpartnerships

The real estate tax benefits that can help offset a “bad” deal on paper

And So Much More!

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Making $4,000/Month Cash Flow with 10 Rental Properties (In Just 4 Years) Feb 02, 2026

Show notes

Tired of working a nine-to-five job that dominates your time and energy? You could be closer to financial freedom than you think, even if you’re like today’s guest—living alone, working multiple jobs, and hustling to make ends meet. In just four years, she built a rental portfolio that now cash flows $4,000 a month!

Welcome back to the Real Estate Rookie podcast! Recently separated, virtually broke, and living in a tiny apartment, Allana Lippman had a “crazy” thought while writing the monthly rent check to her landlord:

Maybe—just maybe—she could build wealth with real estate, too.

But rather than spending months (or years) educating herself about real estate investing, she dove right in. And good thing she did, because the first deal that fell in her lap was a “secret” duplex, listed as a single-family home, that quite literally changed her life. It not only gave her a place to live but also another unit and a tenant paying down her mortgage!

Allana has already scaled her real estate portfolio to 10 properties, but now, she’s reevaluating her investing strategy. Stick around to hear why she’s shifting her focus toward a smaller portfolio that will allow her to truly “own her time,” work less, and travel more!

In This Episode We Cover

How Allana scaled her rental portfolio to 10 properties in just four years

Making $4,000 in monthly cash flow with 15 rental units

How Allana found a “secret” duplex disguised as a single-family home

The mixed-use building that has become Allana’s “cash cow”

Juggling real estate investing and TWO jobs (without burning out)

Diversifying your real estate portfolio with multiple investing strategies

How to achieve financial freedom with a “small and mighty” portfolio

And So Much More!

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