
Real Estate Rookie
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.
Latest episodes

7 snips
Feb 12, 2025 • 37min
Why We Regret Buying (So Many) Rental Properties
Scaling rental properties can lead to unexpected regrets, as personal experiences highlight costly mistakes. Rapid expansion often brings more headaches than benefits, causing cash flow issues. The hosts share tales of significant losses tied to poor strategic decisions and emphasize the importance of stabilizing properties before acquiring more. Effective management practices, like standard operating procedures, are crucial for success. Ultimately, a balanced approach and careful timing are essential to achieve financial goals without overwhelming oneself.

9 snips
Feb 10, 2025 • 43min
Avoid Paying Taxes (Legally) with THIS Rental Tax Loophole
Sean Graham, a Certified Public Accountant and real estate investor, shares his expertise on tax strategies for rental properties. He reveals how to leverage the short-term rental tax loophole to save thousands on taxes, even for small investors. Sean explains the benefits of cost segregation studies, allowing for accelerated depreciation and immediate tax relief. He also covers how these strategies can help offset active income, including W2 wages, demonstrating that effective tax planning is accessible to everyone.

6 snips
Feb 7, 2025 • 47min
4+ Ways to Fix Negative Cash Flow (and When to Sell Instead) (Rookie Reply)
Struggling with negative cash flow? Discover strategic fixes to turn your rental around! Dive into house hacking for building your portfolio without hefty upfront costs. Learn about promising investment opportunities in Columbus, Ohio, and what to consider before diving in. For Airbnb hosts, find out how to boost your cash flow by identifying the best markets and essential amenities. Plus, get insights on when it's time to hold or sell your property for optimal returns!

8 snips
Feb 5, 2025 • 42min
The BEST Airbnb Markets in 2025 and How to Do Your Own Market Research
Looking to dive into short-term rentals by 2025? Discover how to identify the perfect Airbnb market tailored to your investment goals. Get insider tips on analyzing crucial factors like home prices, supply, and demand. Learn to conduct your own market research using valuable tools and understand local regulations. Explore the latest trends in amenities to set your rental apart and uncover the best investment locations for the upcoming year. Get ready to navigate the evolving landscape of the short-term rental market!

12 snips
Feb 3, 2025 • 43min
Tiny Investments, Killer Cash Flow, and Starting with Just $12K
Manny Reyna, a veteran turned real estate investor, shares his inspiring journey of transforming a $12,000 investment into a thriving rental portfolio and a unique glamping business. He discusses the importance of utilizing VA loans and the challenges of starting with minimal funds. Manny dives into the logistical hurdles of setting up utilities for properties and managing rentals from Japan. He also shares hard-earned lessons about pricing strategies and tenant management that every aspiring investor could benefit from.

7 snips
Jan 31, 2025 • 39min
Fund Your FIRST Rental Property with These Side Hustle Ideas (Rookie Reply)
Discover creative side hustle ideas to boost your savings for your first rental property. Learn how to leverage your existing real estate portfolio to achieve your dream home. Explore the essentials of structuring successful partnerships in real estate, with insights on what to avoid. Also, find out if it's too late to start investing and how many properties you might need to hit your cash flow goals. Get inspired with actionable tips tailored for novice investors!

19 snips
Jan 29, 2025 • 48min
How to Manage Your First or Next Rental (and Save Thousands of Dollars)
Managing rental properties made easy! Discover the key steps to take before purchasing your first rental. Learn about crucial lease agreements and how to handle tenant maintenance requests without the hassle. Streamline communication with essential software and avoid common landlord headaches. Get tips on managing security deposits and conducting effective inspections. Plus, hear a heartfelt story about overcoming struggles in your real estate journey. Success is just a few strategies away!

27 snips
Jan 27, 2025 • 40min
The Beginner’s Guide to Finding (and Funding) Small Multifamily Real Estate
Join real estate investors Amelia McGee and Grace Gudenkauf as they delve into the world of small multifamily properties. Amelia, an experienced investor from Iowa, and Grace, who specializes in mid-term rentals in Arizona, debunk myths that deter rookie investors. They discuss how these properties offer less risk and better cash flow than single-family homes. Insights on finding off-market deals, navigating zoning issues, and creative financing options like seller financing are also covered—equipping you with the tools to jumpstart your investing journey!

10 snips
Jan 24, 2025 • 39min
Stuck at ONE Rental Property? The Secrets to Scaling Your Portfolio
Discover how to scale your real estate portfolio even with just one income! Learn tricks to maximize rental income and cut down on mortgage costs. Explore creative refinancing options for unique properties and effective management strategies for short-term rentals. The discussion tackles common rental maintenance issues and emphasizes the importance of clear communication with tenants. Whether it's house hacking or turning an ADU into a rental, this insights-packed chat is essential for any aspiring investor!

Jan 22, 2025 • 48min
Everything You Need to Know About the 2025 Housing Market
Dave Meyer, host of the BiggerPockets Real Estate Podcast, shares insider insights as a leading real estate analyst. He discusses why 2025 could be a golden year for rookie investors, highlighting key markets with growth potential. You’ll learn about the overlooked 'upside' in current markets and why buying new homes might be a smarter choice. Dave also emphasizes adapting strategies to manage affordability challenges and the significance of spotting emerging rental trends. Get ready to revamp your investment game!