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
Sep 22, 2025 • 40min
Zero to 50 Units in 4 Years (Financial Independence Cheat Code)
Jessie Dillon, a dynamic real estate investor, scaled from zero to 50 rental units in just four years. She discusses how multifamily investments can accelerate financial independence. Jessie shares her strategies for building a strong buy box and attracting capital partners. She emphasizes the importance of structuring Joint Ventures and utilizing systems to manage long-distance properties effectively. With insights on asset management and her future pivot into self-storage, Jessie's roadmap offers actionable tips for aspiring investors.
Sep 19, 2025 • 32min
How to Structure Seller Financing (Get a 5% Interest Rate!) (Rookie Reply)
Discover the secrets of accessing your home's real equity before the one-year mark. Learn strategies to rescue flopped short-term rentals by pivoting to mid-term offerings. Dive into the world of seller financing, exploring how to negotiate terms like interest rates, amortization options, and agent commissions—all while catering to both new investors and motivated sellers. Join the conversation for valuable insights and expert tips on making your real estate investments thrive!
31 snips
Sep 17, 2025 • 37min
This New Bill Could Double Your Tax Savings in 2025
Amanda Han and Matt MacFarland, seasoned real estate CPAs from Keystone CPA and co-authors of BiggerPockets books, delve into the transformative effects of the new One Big Beautiful Bill. They share how this legislation can double tax savings for rookie investors, highlighting strategies like 100% bonus depreciation and the lucrative short-term rental loophole. The duo further explores cost segregation studies and the ‘marriage loophole’ for maximizing tax benefits, along with crucial tips to avoid rookie tax pitfalls. This is an essential listen for budding real estate investors!
Sep 15, 2025 • 42min
Making $92,000 (Tax-Free) from One Real Estate Deal
Tony Borman, a savvy real estate investor, shares his journey of flipping properties for massive profits, including a remarkable $92,000 tax-free gain. He reveals how he started with no money down and transitioned into successful live-in flips. The conversation dives into the importance of keeping a W-2 job to cushion financial risks and the relentless quest for reliable contractors. Listeners will learn about common mistakes in property analysis and vital strategies for maximizing resale value while navigating the complexities of property taxes.
Sep 12, 2025 • 30min
How to Get a HELOC on Investment Property: Use Your Equity! (Rookie Reply)
Learn how to strategically use HELOCs for rental properties and navigate the challenges of traditional banks. Discover insights on tackling tax lien properties, from acquisition to eviction. The hosts emphasize the realistic time commitment for new investors and the importance of efficient management alongside other life demands. They also stress the necessity of tailored insurance to protect investments against seasonal risks, ensuring maximum cash flow.
Sep 10, 2025 • 55min
How to Make Massive Returns from House Flipping in 2025
In this insightful discussion, seasoned house flippers Henry Washington and Dominique Gunderson share their expertise on navigating today's ever-changing real estate landscape. They reveal how to adapt to rising interest rates and inflation while maximizing profitability. Learn their strategies for finding off-market deals, the importance of conservative deal analysis, and how to build crucial relationships in the industry. Whether you're a rookie or a veteran, they offer invaluable tips to enhance your flipping game in 2025.
Sep 8, 2025 • 36min
Making $36,000 in 90 Days with No Real Estate Experience
Tori Tyler, a former aspiring country music star turned real estate investor, shares her incredible journey of flipping her first house for a $36,000 profit in just 90 days. She discusses overcoming analysis paralysis with the help of mentorship and networking, and how she transitioned to real estate during the pandemic. Tori also dives into balancing family life while pursuing her new career and her future plans for using short-term rentals. Her inspiring story highlights the power of bold pivots in achieving financial success.
7 snips
Sep 5, 2025 • 34min
Cash Flow vs. Appreciation Markets: Which We’d Choose (Rookie Reply)
Listeners dive into the complexities of property management, including how to handle pushback from property managers on repair bids. The discussion contrasts BRRRR investments in Detroit with short-term rentals in Tampa, helping investors choose the best path. Effective leasing strategies are highlighted, emphasizing competitive pricing and strong marketing techniques. The podcast also addresses challenges in finding reliable contractors and the importance of good communication to maintain cash flow, ensuring a well-rounded guide for aspiring real estate investors.
Sep 3, 2025 • 42min
2025 Investing Update: Mortgage Rates Fall, New Tax Laws Coming
2025 could be a golden year for real estate investing with decreasing mortgage rates and new tax laws. Insightful strategies are shared on how to manage short-term rentals and pivot investments for success. Personal updates from hosts reveal their own market adventures, including a live-in flip and a motel investment. Discover how potential regulatory changes might impact beginner investors. Tune in for tips on navigating current market dynamics and finding opportunities in less saturated areas!
19 snips
Sep 1, 2025 • 48min
From $17.50/Hour to Buying 7-Figure Commercial Properties
Jordan Scroggins transformed his life from delivering groceries to becoming a seven-figure real estate investor. He shares his compelling journey of turning despair into opportunity and the power of creative financing. Listeners will learn how he navigated property liens and overcame significant losses, gaining insight into the investment landscape. He emphasizes the importance of strong partnerships and due diligence, offering valuable lessons for aspiring investors eager to build their portfolios.
