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
Jan 23, 2026 • 27min
How to Build an Out-of-State Investing Team in Any Market (Rookie Reply)
Thinking of investing out-of-state? Discover the essential steps to build a reliable local team, including how to vet agents, contractors, and lenders. Explore the delicate balance between waiting for a perfect cash flow and seizing your first investment property. Learn about the house hacking strategy to maximize your investment potential while securing a primary residence. Plus, dive into the importance of understanding true net cash flow and the critical red flags to watch for when assembling your investing team.
Jan 21, 2026 • 52min
How to Make Up to $20K/Month with Airbnb Co-Hosting (No Rentals Needed)
Garrett Brown, a short-term rental investor and co-hosting expert with a thriving Airbnb business, shares his top strategies for generating impressive cash flow without owning properties. He breaks down how to build a successful co-hosting business, from identifying potential clients to using AI tools that streamline operations. Learn about creating standout marketing strategies and the essential skills needed for hospitality. Garrett's insights could help anyone start earning up to $20,000 monthly in this lucrative market!
13 snips
Jan 19, 2026 • 39min
Turning Burnout Into (Real) Financial Freedom with 7 Rentals in Just 3 Years
Casey Nguyen, a former real estate agent turned investor, shares her transformative journey from a high-stress, seven-figure job in the Bay Area to financial freedom through real estate. She immersed herself in rental investments after recognizing the burnout that came with her previous success. Casey discusses relocating to Kentucky for a better lifestyle and launching an Airbnb projected to earn over $50,000. She also reveals how a lucrative side hustle on Rover helped fund her rental portfolio and emphasizes that true success is now defined by family time, travel, and purposeful living.
17 snips
Jan 16, 2026 • 24min
This Matters More Than Cash Flow (Most Rookies Ignore It) (Rookie Reply)
Discover the secret to maximizing cash flow from rental properties: sometimes, less is more! Explore whether you really need a realtor for your investment deals and learn how to find alternatives to hefty down payments. Dive into the essentials of managing cash flow versus cash-on-cash returns, and what to do if a borrower suddenly vanishes on you. This discussion will equip you with insights to navigate the complexities of real estate investing and make informed decisions!
15 snips
Jan 14, 2026 • 53min
They Were Right in 2008, Now They’re Saying to Buy in 2026 w/ Thach Nguyen & James Dainard
Join seasoned real estate pros Thach Nguyen and James Dainard as they navigate the potential housing market landscape. They share insights from their experiences during the 2008 crash, emphasizing why fear can lead to opportunity today. Rookies are encouraged to maintain steady income while learning the ropes of property sourcing. Thach and James also discuss the benefits of a buyer's market, effective strategies for analyzing deals, and the importance of patience and long-term thinking in building wealth.
Jan 12, 2026 • 51min
Making $25,000/Year Cash Flow by Buying the Worst Rental on the Best Block
In this lively discussion, Alex Reeves, a short-term rental host and investor, shares how a layoff sparked her journey into real estate. She transformed a distressed duplex in Dallas into a lucrative property that now nets $25,000 a year. Alex recounts her bold decision to buy the place sight unseen and the creative strategies that led to its success, including leveraging her marketing background to craft memorable guest experiences. She also dives into the financial challenges of renovations and how she achieved a stellar Airbnb rating.
Jan 9, 2026 • 33min
How to Buy Cash-Flowing Rentals in 2026 (Despite High Rates) (Rookie Reply)
Wondering if real estate investing is worth it amid high mortgage rates? Learn how to secure cash-flowing deals in 2026 with beginner-friendly tips! Discover which markets still offer great opportunities, and explore the tax benefits of investing. Debate whether to leave your steady job for a real estate role or keep your income stable while starting. Plus, get crucial questions to ask a tax professional to maximize your investment strategy. It's a treasure trove of insights for aspiring investors!
11 snips
Jan 7, 2026 • 34min
Why Landlord Insurance Premiums Are Skyrocketing in 2026 (And How to Stop It)
Darren Nix, CEO of Steadily and a real estate investor, dives into the surging landlord insurance premiums. He explains that hail-driven claims and roofing behavior significantly inflate costs. By minimizing claims and adjusting deductibles, landlords can lower long-term expenses. Darren also highlights risky markets like California and Florida, and emphasizes the importance of choosing the right policy types to ensure adequate coverage. Learn strategies for estimating insurance costs and the benefits of tenant-damage coverage for short-term rentals.
Jan 5, 2026 • 57min
She Quit Her W2 to Stay Home, Now This Mom of 3 Makes $6K/Month from 1 Rental
Jane Ng, a real estate investor and former hospitality professional, transformed her life after her daughter's leukemia diagnosis. She shares how caregiving led her to pivot into real estate, allowing her the freedom to manage her family's needs. Jane discusses her breakthrough into short-term rentals, leveraging her hospitality skills to generate over $6,000 per month. She reveals tips on maximizing guest experiences, financing luxury properties, and managing successful rentals, proving her journey is an inspiring blueprint for aspiring investors.
6 snips
Jan 2, 2026 • 24min
Deal of a Lifetime? How to Structure a Win-Win Seller Financing Deal (Rookie Reply)
Discover the power of seller financing as a creative solution for rookie real estate investors. Learn how to negotiate deals that require little to no cash upfront and why waiting for lower mortgage rates could cost you valuable opportunities. The hosts also dive into strategies for selecting the right market, emphasizing the importance of population growth, job diversity, and local conditions over popular names. Plus, get insights on managing inherited properties and the benefits of structuring agreements correctly.
