If you’re a female real estate investor who feels stuck after your first few deals, this episode is your wake‑up call. This week we're joined by Jesse Dillon, who went from a salon owner to owning 50 rental units in just a few years. Together, we break down why so many women stall out between deals 3–5, why more books and podcasts aren’t your problem, and how trying to do it all alone quietly kills your momentum.

This week, we are having an honest and heartfelt conversation about the sacrifices that come with building a life through real estate investing. We reflect on our individual financial journeys and the lifestyle changes we made early on—living below our means, rethinking spending habits, and strengthening our personal financial foundations before taking on larger investments. We share what it looked like during our DIY era, the risks we embraced as entrepreneurs, and the lessons we learned by building something from the ground up. While those seasons required hard choices, they also clarified our values and helped us align our lives with what truly mattered.

In this episode, we sit down for a year-end audit of our real estate portfolios and have an honest conversation about what’s working, what’s creating stress, and where we need to make changes. We talk about why prioritizing our bookkeeping and truly understanding our numbers is essential to making confident decisions, and how identifying our most stressful properties often reveals deeper issues tied to systems, tenant management, or profitability. By breaking things down property by property, we’re able to evaluate not just financial returns, but also the return on our time and energy.

In this episode, real estate CPA Katie Ripp joins us to reveal crucial tax strategies for female real estate investors. Katie debunks persistent myths—like the need for an LLC for more deductions—and explains why understanding depreciation is vital to avoid costly mistakes. She breaks down how to qualify for Real Estate Professional (REP) status and leverage it to offset income, details the “short-term rental loophole” for maximizing Airbnb tax benefits, and simplifies the 1031 exchange for deferring capital gains taxes.

Struggling to rent out your property despite your best efforts? You’re not alone, and this episode is your essential guide to overcoming stubborn vacancies. Drawing on real stories and expert strategies from the women-focused WIIRE Community, we break down practical steps to get your property moving fast.

In this episode, we demystify tax season for female real estate investors, proving it doesn’t have to be stressful or last-minute. Drawing on our personal experiences, we share practical systems for year-round organization, from mastering 1099 and W-9 requirements to distinguishing between capital expenditures (CapEx) and repairs for smarter tax benefits.

In this episode, we explore a five-step turnover system designed to help female real estate investors streamline rental transitions, making them smooth, fast, and profitable. Drawing from personal experience and expert insights, we explain how effective documentation—from appliance details to paint colors—streamlines turnovers and cuts costs. We emphasize clear tenant communication regarding lease terms, notices, and fees, and highlight the value of systems such as pre-move-out walkthroughs, timely advertising, and professional cleaning.

In this episode, we open up about the creative strategies we've discovered as female real estate investors to secure capital when traditional funding feels out of reach. We share our experiences with tapping into equity, refinancing, and leveraging our networks, along with creative financing options like seller financing and partnerships. Throughout our journey, we've learned the importance of community, due diligence, and strategic planning.

Female real estate investor Mtende Roll shares her story about transforming tiny house dreams into a construction empire in this WIIRE episode. Based in Graham, North Carolina, Mtende's journey demonstrates how strategic thinking and hands-on learning can lead to substantial wealth accumulation.

In this week's episode podcast, we're diving into the pros and cons of various real estate investment strategies, including single-family vs. multifamily rentals, long-term vs. short-term rentals, and city vs. rural investing. We discuss the importance of understanding your own financial situation and the risks involved in real estate investing.

In this powerful podcast episode, Marisa Grover reveals the critical importance of implementing robust business systems for real estate investors. Drawing from her experience managing 48 short-term rental units, Marisa shares transformative strategies for building a successful investment business.

Rebecca Thompson transformed her first real estate investment by strategically subdividing a Philadelphia duplex. After joining the WIIRE Community post-divorce, she discovered an off-market property for $265,000 with significant potential. Navigating the subdivision process, Rebecca worked closely with township officials and an engineering firm, investing $7,000 to convert the duplex into two marketable units. Her total renovation cost of $75,000 strategically positioned her for success, ultimately generating $35-$40,000 in profit.

In our 200th podcast episode, we're revealing our five-year journey from corporate jobs to successful real estate investing. Starting with zero experience in 2020, we quickly learned that success comes from persistent action and strategic learning. Our early years were marked by hustle and extreme frugality. We quit our corporate jobs within two years, acquiring multiple properties through creative financing and bold negotiation. Each mistake became a valuable lesson in building our investment portfolio.

In this podcast episode, we dive deep into why women often struggle with analysis paralysis in real estate investing. As female investors, we understand the psychological barriers that hold us back - from social conditioning to perfectionism and fear of making mistakes. We share practical strategies for overcoming these challenges, including creating a precise investment Buy Box, starting with low-risk properties, and tracking personal wins and lessons learned. We emphasize how critical community support is in transforming hesitation into confident action.

As real estate investors, we've learned that strategic cosmetic upgrades can significantly increase our rental property income and attract quality tenants. We've discovered that focusing on kitchen and bathroom improvements provides the biggest bang for our buck. Our go-to strategies include updating backsplashes, installing modern faucets, and choosing durable vanities that look great and minimize maintenance headaches.

Welcome back, friends! In this episode of the podcast, we welcome back Jessie Dillon, a seasoned real estate investor who shares her journey from feeling stuck with 17 units to achieving her goal of 50 units. Jessie opens up about the challenges she faced, including a year and a half of stagnation, and how she leveraged capital partners to reignite her growth. She emphasizes the importance of patience, divine timing, and the power of planting seeds for future success.

In this episode, we explore the world of real estate investment and the ethical considerations of being a landlord. We discuss the importance of financial stability, creating generational wealth, and how responsible practices lead to better ROI. Discover how to transform neglected properties into community assets and the impact of reinvesting in communities.

In this episode, we delve into the complexities of depreciation recapture, a crucial concept for real estate investors. We share personal experiences and insights on how this affects tax strategy when selling rental properties. Discover why having a CPA is crucial, and explore techniques such as 1031 exchanges to optimize your investments.

In this episode of the WIIRE podcast, we explore the intricacies of creative financing in real estate. Grace candidly shares her journey with a rental property acquired through creative financing, highlighting the challenges she faced and the valuable lessons learned. The discussion covers acquisition strategies, tenant management, and the critical role of location in real estate investing.

Join me this week as I chat with James Hwang, a standout midterm rental (MTR) operator and New York City oncology pharmacist. James shares his journey from a W-2 job to real estate investing, focusing on midterm rental management.