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
Feb 16, 2026 • 43min
Buying 4 Small Multifamily Rentals in Just 2 Years (While Working a W2)
Derek Brickley, a small multifamily investor who bought four multifamily properties while keeping a W-2 job, shares his journey. He talks house-hacking and how tenants can cover living costs. He describes renovation surprises, the limits of DIY, tenant screening and managing inherited tenants. He also covers building repeatable systems and leveraging a network to scale without quitting your day job.
15 snips
Feb 13, 2026 • 21min
How to Buy Rental #2, #3, or #4 When You’re Out of Funds (Rookie Reply)
They explore ways to buy a second, third, or fourth rental when your savings are gone. Creative financing, BRRRR refinancing, partnerships, and seller-finance tactics get practical attention. They tackle what to do when insurance costs kill a deal and how to renegotiate or walk away. Short-term rental tax rules and how to pick low-regulation STR markets also get covered.
Feb 11, 2026 • 30min
3 Reasons Why You Haven’t Bought Your First Rental Property (Yet)
They break down three big reasons rookies delay buying their first rental, all rooted in fear and overthinking. The conversation covers submitting low offers, hunting deals proactively, and defining a clear buy box. Practical actions like calling agents, getting contractor quotes, and setting offer goals are highlighted to force execution.
Feb 9, 2026 • 43min
The W2 Employee’s Roadmap to Financial Freedom (Buy Rentals While Working 8-6)
Rashad George, a W2 worker who built a three-property rental portfolio while working 50-hour weeks, shares his investing journey. He discusses using new-builds to minimize hands-on time. He explains Section 8 for steady cash flow, forming a family partnership, finding discounted deals at auction, and a short-term rental tax strategy to offset active income.
Feb 6, 2026 • 19min
No Money? Creative Ways to Fund Your Next Rental Property (Rookie Reply)
Creative ways to get into rental properties with little or no cash. Practical funding ideas like seller financing, private money, and leveraging bank loans. Tips for finding and joining wholesalers’ inner circles to access off-market deals. Advice on lining up financing early to strengthen offers and negotiate with sellers.
Feb 4, 2026 • 45min
I Just Lost $25,000: What I Learned from My Worst Real Estate Deal (Ever)
A rookie investor walks through a $25,000 loss from a hoarder-house buy and the missteps that led there. They cover underestimating rehab costs, skipping proper due diligence, and how holding costs spiraled. There is a debate about teardown versus repair and practical advice for buying sight-unseen. The takeaway centers on testing new strategies, knowing your capacity, and tightening your buy box.
Feb 2, 2026 • 50min
Making $4,000/Month Cash Flow with 10 Rental Properties (In Just 4 Years)
Allana Lippman, a real estate investor who built 10 properties (15 units) in four years using house-hacking, short-term and long-term rentals, and a mixed-use cash-flowing building. She recounts finding a hidden duplex, financing with low down payments, scaling while working two jobs, and shifting toward a smaller portfolio to buy back time and travel more.
10 snips
Jan 30, 2026 • 29min
Pay Off Your Property or Buy More? + Handling Repairs with Tenants in Place (Rookie Reply)
They debate using cash-out refinance versus paying off a property to scale or sleep easier. They tackle tenant repairs in-place, temporary housing options, liability and practical short-term fixes. They compare commercial versus residential investing, covering cash flow, capital needs, vacancies and how to find and underwrite commercial deals.
Jan 28, 2026 • 49min
She Built an Entire Real Estate Portfolio in Just 2 Years with THESE Tools
Jamie Banks, a real estate investor who built a cash-flowing rental portfolio in two years, explains how systems, SOPs, and tools like monday.com helped her scale. She discusses centralizing records, automating maintenance and workflows, and using Loom, Scribe, and AI to create procedures. Practical tips on when to build SOPs and how to iterate for faster, less chaotic growth.
Jan 26, 2026 • 52min
From a Foreclosure & 200 Credit Score to Building Wealth with “Grandma” Houses
Sarah Weatherbee, a real estate investor who rebuilt credit after a foreclosure, shares her comeback story. She talks about spotting and renovating charming 'grandma' houses. She explains low-money-down strategies, turning a rehab into big profit, scaling into midterm rentals and house hacking, and navigating repairs, tenants, and tricky negotiations.
