Agent2Investor Podcast

We’re back with a full Q&A episode! From how we got started in real estate to scaling with HELOCs, DSCR loans, and private money — we’re answering the questions you’ve been asking. Perfect for agents, first-time investors, and anyone ready to turn knowledge into action. 00:00 Intro 01:25 How Ana Got Started in Real Estate 04:22 How She Scaled Her Rental Portfolio Fast 08:19 Nico’s First Steps...

Learn the entire first-time buyer journey - from pre-approval to keys, plus myths (you don’t need 20% down), offer tactics, inspections/appraisals, grants, house hacking, and six pro tips to avoid costly mistakes. 00:00 Intro 01:21 First-Time Buyer Stories & Tips 03:09 Why Own vs Rent 05:05 Affordability: Facts & Myths 11:01 Home-Buying Steps (Start to Close) 19:50 Don’t Add Debt Before Cl...

Told she’d “never buy a house,” Rhiannon spent 20 years proving that wrong. Pivoting from reality TV to out-of-state rentals and BRRRRs in Syracuse. Nico and Anna dig into her first 2% deal, why she chose mid-term rentals, how a ride-or-die agent changed everything, and the community that sped up her learning curve. Practical, transparent tips for new and scaling investors. Chapters 00:00 Intro 01...

Turn renovation spend into luxury travel. Jaina shares how she’s secured $200k in 0% APR business credit, converts expenses into assets, and redeems points for premium trips. Learn bank-relationship tactics, when 3% fees make sense, best cards by investor type, charge vs credit cards, the Player Two spouse strategy, and how VAs can run 95% of ops. Plus, details on her Travel Hacker Accelerator.00:...

In this episode of the Agent to Investor podcast, we share Nico’s guest appearance on Ricky Ricardo’s show. Nico walks through his journey from agent to investor, covering the challenges of starting during the pandemic, finding off-market deals, and leveraging his construction background through family ties. At its core, this episode is about navigating the agent2investor transition with clarity,...

Connor Schwartz, a real estate agent and investor from Syracuse, New York. Connor shares his inspiring journey from studying construction management to becoming a successful real estate investor. Learn about the power of persistence, the importance of mentorship, and how to navigate tenant-friendly markets. Connor also discusses the booming opportunities in the Syracuse market with the upcoming Mi...

In this episode we have Brian Anleu, Brian dive into the world of real estate and local policy in Montgomery County, Maryland. Brian, with his unique background working for the county government, reveals the surprising and often unseen forces shaping the housing market. They discuss everything from the struggle of first-time homebuyers to the surprising "lock-in effect" of low interest r...

We sit down with Kentucky investor & civil engineer Joel Sizemore to break down simple plays that work right now: door-knocking for off-market deals, the 30% discount rule, turning an unfinished basement into 2 beds / 2 baths, and using 30+ day mid-term rentals near hospitals to boost cash flow—no STR permit needed. Joel also shares his “cash offer → quick refi” approach with a local credit un...

Are you a high-earning agent frustrated by a massive tax bill? Danielle Rutigliano, CPA breaks down how to leverage your unique position to qualify for Real Estate Professional Status (REPS) and use passive losses from rentals to offset your active commission income. We dive into the power of depreciation, the huge impact of the recent tax law changes (including 100% bonus depreciation), and the c...

 Bryan Maddox, an expert in real estate financing. The discussion covers the complexities of traditional and non-QM loans, emphasizing the unique challenges and advantages of each. Bryan delves into strategies for leveraging owner-occupied loans for investment, the nuances of DSCR loans, and the importance of finding the right broker. He also shares valuable insights on making informed investment...

Think you need a bank to buy your next investment property? Think again. With interest rates making traditional deals tougher than ever, we brought in real estate legend Chad Carson (Coach Carson) to pull back the curtain on one of the most powerful creative strategies: seller financing . In this episode, you’ll learn how to bypass the banks and create your own terms. Chad breaks down the exact st...

A former college linebacker trades a rusty pickup for a $500 Flint house, loses everything — including a tenant to a grisly crime — and still builds a 47-door portfolio. Learn Bradley LaBrie’s scrappy tactics: 203(k) house hacks, nine-month seller finance deals, and motel-to-micro-unit conversions that tenants never leave

This discussion dives deep into the challenges of working with contractors in real estate projects, with Davis sharing his firsthand experiences and learnings from his first flip project. The episode highlights important tips on managing contractors, incorporating clear communication and penalty clauses, and tackling unexpected project delays. Additionally, Davis shares insights into his co-hostin...

Today we unpack the highs and lows of real estate investing. From wild tenant stories to hard-earned lessons in property management and deal-making, we share practical insights every investor can use. You'll also hear how networking, visualization, and constant learning shaped their journey. Whether you're scaling up or just getting started, this episode delivers real, relatable insights. Chapters...

In this episode of the Agent to Investor Podcast , we sit down with Ricky Ricardo — a full-time construction worker, proud father, and first-gen real estate investor — to hear how he bought not one, not two, but three properties in less than a year… all while working 60+ hours a week and living thousands of miles away from his investments. Ricky shares how he overcame analysis paralysis, bought hi...

Thinking about going from selling homes to owning them? In this episode of the Agent to Investor Podcast, we sit down with Leo, a real estate agent turned investor, to talk about the mindset, strategy, and practical steps agents need to take to build long-term wealth through real estate investing. Whether you're a full-time realtor, part-time investor, or just curious about getting started, Leo sh...

Jaren — better known online as Finance Cowboy — didn’t grow up around money, investing, or real estate. In fact, after college he was buried in over $110,000 of debt, working a W2 sales job, and wondering how to get ahead. In this episode, he shares how he and his wife tackled that debt aggressively, then turned their financial margin into massive momentum. Within a single year, Jaren scaled from...

In this episode of the Agent to Investor Podcast, we sit down with Donato Callahan , the 25-year-old founder of BrightInvestor and owner of over 500 rental units . Donato walks us through his whirlwind journey from a Department of Defense analyst to a full-time entrepreneur and real estate investor in just two years. He shares: ✅ How a stock market loss pushed him into real estate ✅ His path fro...

In this episode of Agent to Investor , we sit down with Craig Curelop—author of The House Hacking Strategy , former BiggerPockets finance analyst, and founder of The FI Team. Craig shares how he escaped the grind of Silicon Valley by jumping headfirst into real estate, landing a job at BiggerPockets, and hacking his way to financial freedom one deal at a time. We dive into: How Craig house-hacked...

One simple mistake could leave your rental property completely uninsured. In this episode, Steadily CEO Darren Nix breaks down the key differences between homeowner and landlord insurance—and the risks investors overlook that can cost them big. Whether you own one property or a whole portfolio, this is a must-watch. 00:00 Introduction  03:04 Founding and Growth  05:55 Understanding Insurance Polic...

In this episode of the Agent to Investor podcast, I sit down with Matt Camp from DealMachine—a guy who not only lives and breathes real estate, but also helped build one of the most powerful tools in the industry. We get into everything from how DealMachine makes finding off-market deals as easy as clicking a button, to how Matt started investing in his hometown of St. Louis with a couple of close...

Kelli shares her journey into real estate investing, from early DIY home projects to becoming a successful investor. We discuss her first property purchases, navigating challenges with contractors, and the essential role of having an investor-friendly agent. Kelli  also emphasizes the importance of networking, learning from others, and being fearless in the world of real estate. Tune in for practi...

Today we have Sean McKay, a seasoned real estate investor, discussing his journey into real estate, the lessons learned from early investments, and the importance of mentorship and community in the investing space. We explore various investment strategies, the significance of understanding loan products, and the different phases of a real estate investor's journey, culminating in a discussion...

Grace Gudenkauf quit her engineering job, swung the hammer on her first flip, and built a 30-unit portfolio in her hometown — all while living 1,000 miles away. In this episode, she shares how she hired her dad, trained wholesalers to source deals for her, and created one of the most engaged communities for women in real estate. If you're tired of real estate feeling like a job, Grace’s system...

Krissi Wyss is a real estate agent and investor based in Columbia, South Carolina. In this episode, Krissi shares her inspiring journey from working in Children's Protective Services to becoming a successful real estate professional. She dives into her experience managing diverse real estate projects, including short-term rentals, long-term rentals, and fix-and-flips. Listen as Krissi highligh...