Real Estate Rookie
BiggerPockets
Ready to build your real estate empire… but not sure where to begin?Think of us as your personal trainer.From detailed breakdowns of real-world deals… to one-on-one coaching sessions and a warm, welcoming community… hosts Ashley Kehr and Tony J Robinson bring on a wide range of guests to tackle the “newbie” questions you've wondered about but might be afraid to ask.Looking to 10X your real estate investing business this year? This show isn’t for you.Looking for your first, second, or third deal -- or envisioning a more modest portfolio? Step right up. Every Monday, Wednesday and Friday, we’ll arm you with the tips, tools, and roadmaps you'll need as you embark on your journey toward financial freedom.
Episodes
Mentioned books
Nov 24, 2025 • 28min
We Bought Our First Rentals with Almost No Money (Here’s How We Did It)
Ashley and Tony reflect on their first real estate deals, demonstrating how small steps can lead to big wins. They share insights on finding properties through the MLS and the importance of building a local team of agents and lenders. Tips on low-money-down financing options reveal how they made their purchases possible. With a focus on due diligence and managing renovations, they highlight the confidence gained from their initial successes. Ultimately, their journey shows that taking action is key to scaling your real estate portfolio.
Nov 21, 2025 • 23min
We’re in a “Buyer’s Market”…But Where Are the Real Estate Deals? (Rookie Reply)
In a current buyer's market, rookie investors face challenges in finding great real estate deals. They explore effective strategies for cold calling and leveraging MLS listings. The hosts discuss the trade-offs between cash flow and appreciation, debating if negative cash flow can be a valid investment strategy. They emphasize the importance of thorough analysis and personal financial tolerance when considering deals. Networking with wholesalers and refining deal evaluation are also key takeaways for aspiring investors.
21 snips
Nov 19, 2025 • 30min
4 Signs You’re Ready to Buy a Rental Property (Sooner Than You Think)
Feeling hesitant about investing in rental properties? Discover four signs that indicate you might be ready to take the plunge! Learn how to establish a solid financial foundation, tackle common myths regarding down payments, and stop analysis paralysis. The hosts emphasize the importance of aligning your investing strategy with your skills and resources. Plus, they challenge listeners to take action with a seven-day goal of submitting offers to kickstart their investment journey!
11 snips
Nov 17, 2025 • 39min
I Cracked the Code for More Cash Flow & Less Risk (Rentals + Private Lending)
Shalom Yusufov, a savvy real estate investor who transitioned from private money lending to acquiring multiple rental units, shares his innovative approach to building a diversified real estate portfolio. He reveals how his first lending deal offered an impressive return and emphasizes the importance of vetting both properties and borrowers. Shalom also discusses the need for multiple exit strategies and why managing rentals isn't as daunting as it seems, providing a roadmap for new investors to navigate the market with confidence.
Nov 14, 2025 • 24min
Yes, You Should Start Lowballing Offers (Buyers in Control!) (Rookie Reply)
The hosts dive into the benefits of lowballing offers in a slowing housing market. They discuss creative partnerships when buying multifamily properties, including loans and legal considerations. Strategies for assessing seller motivation are also explored. One investor shares how to leverage private money for rapid expansion in real estate. Listeners will learn about justifying low offers and the importance of clear partnership agreements. Don't miss their insights on maximizing cash flow through smart investment decisions!
10 snips
Nov 12, 2025 • 37min
7 Signs a Deal Is Too Risky (Even If It Looks Good on Paper)
Navigating the real estate market can be risky if you don't spot the warning signs. Learn the seven red flags that can turn a seemingly perfect deal into a costly mistake. Discover the importance of stress-testing income scenarios and budgeting for unexpected costs. Hear about the dangers of relying on bad comps and quick property appreciation. Plus, tips on matching renovation projects to your skills and avoiding properties that drain your resources. Protect your investment by being aware of these critical pitfalls!
12 snips
Nov 10, 2025 • 34min
I Built a Rental Portfolio That Gives Me “Boring,” Steady Cash Flow
Esther Simeone, a digital marketing director turned real estate investor from Los Angeles, shares her inspiring journey into real estate despite battling a competitive market. She discusses the power of persistence, recounting how she submitted 15 offers before finding an overlooked property. Esther explains her creative strategies, including rental arbitrage and midterm rentals, to create steady cash flow. She even designed an ADA-accessible vacation rental, blending purpose with profit while showcasing the potential of accessible spaces in today's market.
Nov 7, 2025 • 31min
Never Do a Seller Financing Deal Like This… (Rookie Reply)
Real estate horror stories take center stage as a buyer delays closing with ever-evolving excuses, leaving sellers anxious in the slow season. Another chilling tale unfolds with a seller financing nightmare, where a buyer stops payments and squats in the basement! Experts offer insights on dealing with flaky buyers and evicting squatters. The discussion wraps up with a thought-provoking debate on whether landlords should include washers and dryers in rentals, with a surprising take that challenges conventional wisdom.
Nov 5, 2025 • 48min
How to Make Bigger, Faster Returns Without Buying Rentals
Devon Kennard, a former NFL linebacker and now a private lending entrepreneur, shares his journey and insights into private money lending. He discusses how to achieve impressive returns of 12%-15% without the hassles of property management. Devon explains the crucial documents needed for lending, how to start with as little as $20,000, and the benefits of becoming a lender. He also emphasizes risk management and the importance of local markets. Overall, he provides a clear blueprint for those seeking passive income through real estate investments.
Nov 3, 2025 • 39min
I Quit My W2 Job After a “Home Run” First Deal (With No Money or Experience)
Chris Reichenbach, an ambitious early-stage real estate investor, shares his journey of quitting his W-2 job after a triumphant first flip. He dove into multiple deals, raising private money and forming partnerships, only to face rookie mistakes that derailed his progress. Discover how he learned to estimate renovation budgets, handle unexpected delays, and manage partnerships wisely. Chris emphasizes the importance of taking action, avoiding common pitfalls, and relaunching his business cautiously with valuable lessons gleaned from his experiences.
