

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

12 snips
Aug 20, 2025 • 43min
The Real “Cheat Code” for Financial Freedom (Not Rentals?)
Tim Delaney, an entrepreneur and real estate investor from Buffalo, shares his unconventional journey to financial freedom. He discusses how purchasing a wine and liquor store provided immediate cash flow, enabling him to scale his real estate portfolio. Listeners will learn about innovative financing strategies, including buying a retail plaza with no money down. Tim’s insights inspire those feeling overwhelmed by rentals to explore cash-flowing business opportunities as a pathway to wealth.

12 snips
Aug 18, 2025 • 41min
6 Rentals in 5 Years and Fast-Tracking Financial Freedom
Join Dean Pinhas, a dedicated real estate investor who swapped his wedding budget for a rental property, on his bold journey to financial freedom. Dean shares how small sacrifices have led to owning six rental properties in just five years, while strategically absorbing negative cash flow. He reveals the secrets to fast-tracking his investments, including a crucial cross-country move that boosted his income. Learn why chasing traditional milestones may not be the best path to wealth and how to embrace risks for long-term success.

6 snips
Aug 15, 2025 • 28min
How to Beat Other Offers Without Bidding More (Rookie Reply)
Discover creative strategies for structuring real estate offers that stand out without inflating your bid. Learn how to negotiate effectively by understanding seller motivations and employing innovative tactics like multiple offers. Delve into the complexities of evictions, weighing the pros and cons of legal assistance versus self-management. Explore the balance of maintaining a full-time job while diving into real estate investing, emphasizing the importance of communication with employers.

14 snips
Aug 13, 2025 • 44min
11 Ways Real Estate Makes You Richer Than Stocks
Discover how real estate can lead to greater wealth than stocks! Learn about leveraging low or no down payments, cash flow potential, and tax benefits. Explore diverse income streams and strategies to increase property value through forced appreciation. Delve into the flexibility of exit strategies and the security real estate offers against economic uncertainty. This discussion highlights the significant financial control and predictability that real estate investing provides, making it an appealing path to financial freedom.

Aug 12, 2025 • 3min
Real Estate Rookie: Finding Your first deal is just the beginning
Discover the transformative impact of your first real estate investment! The hosts share personal success stories that highlight how taking that initial step can lead to financial freedom. You'll learn valuable strategies, avoid common mistakes, and gain insights from real investors just like you. This engaging discussion makes confusing concepts clear, turning you from a novice into a confident investor. Get ready to be inspired and equipped to navigate your journey in real estate!

13 snips
Aug 11, 2025 • 38min
From Single Mom (Working 3 Jobs!) to 5 Rentals in 2 Years
Liz Connelly, a determined real estate investor and single mom, shares her inspiring journey of acquiring five rental properties in just two years, starting in her 40s. She emphasizes that age is no barrier to real estate investing. Liz discusses effective strategies like midterm rentals tailored for traveling nurses and the importance of having your finances in order before diving in. She highlights common pitfalls rookies face when investing out of state and the value of building strong local teams. Liz proves it’s never too late to pursue financial independence!

Aug 8, 2025 • 28min
Don’t Get a Real Estate “Mentor” Until You Try This (Rookie Reply)
This discussion tackles the tricky world of property valuation, especially when bedroom counts don't align. The hosts weigh in on the role of mentors, suggesting that community and different resources can be just as beneficial. They also explore the pros and cons of getting a real estate license, highlighting potential benefits for house flippers. Plus, the essential functions of real estate agents are examined, showcasing how they can make or break transactions.

15 snips
Aug 6, 2025 • 40min
Monthly Rentals: Make More Money with Less Hassle
Join Jeff Hurst, CEO of Furnished Finder, as he reveals the untapped potential of monthly rentals. He discusses how these 30- to 90-day stays are outpacing both long-term and short-term rentals in cash flow, all while facing less competition. Jeff highlights the growing market demand, particularly in places like Houston, and shares tactical insights for entering this lucrative space. Discover how this innovative strategy can relieve the burdens of traditional rentals, making it a win-win for both landlords and tenants.

30 snips
Aug 4, 2025 • 39min
From a $35,000 Salary to Quitting with 11 Rentals
Matt Krueger, a real estate investor who transformed his life by going from a $35,000 salary to quitting his job with 11 rental properties, shares his inspiring journey. He discusses how he broke through financial barriers through house hacking and leveraging short-term rentals. Matt reveals clever hacks to reduce down payments and closing costs that helped him secure his first property at just $2,500. He emphasizes the importance of networking and reinvesting cash flow to build wealth, showing that anyone can achieve financial freedom with the right mindset.

7 snips
Aug 1, 2025 • 27min
High DTI (Debt-to-Income)? How to Still Buy Rentals (Rookie Reply)
This discussion tackles intriguing questions from the real estate community. It explores creative compensation methods for property managers, emphasizing equity over traditional revenue-sharing models. Strategies for managing high debt-to-income ratios while pursuing rental properties are also examined. The conversation highlights house hacking, financing options, and the importance of understanding lender requirements. Additionally, it considers the complexities of renting rooms in family homes, suggesting clear communication and innovative living arrangements to enhance both financial gains and family dynamics.


