In this inspiring episode of The Deal Scout, host Susan Reilly sits down with Matthew Teifke, a real estate entrepreneur who went from witnessing his mother clean homes as a single parent to building a multi-million-dollar real estate investment company of his own.

Matthew opens up about his early life, where he watched his mom go from housekeeper to real estate investor, buying properties one at a time with sheer grit and savings. By the time Matthew was 16, his mother owned over a dozen rental properties, all self-financed and strategically acquired in Austin, Texas.

That early exposure lit a fire in Matthew, leading him to earn his real estate license at 18. Today, he leads Teifke Real Estate and co-founded TR3 Capital, a real estate investment firm focused on acquiring large multifamily properties across Texas. Currently, he and his team are closing two major apartment deals in San Antonio, totaling over 650 units and nearly $54 million in combined value.

Matthew shares practical lessons on capital raising, syndication, building an entrepreneurial brokerage, and structuring deals for the long term. He also dives into the importance of team dynamics, trusting your instincts, and the critical role patience plays in today’s shifting market.

From managing a real estate brokerage of over 100 agents to raising millions in private capital, Matthew’s journey is rich with actionable insights for aspiring investors, syndicators, and entrepreneurs alike. He also reflects on the importance of legacy, family, and passing on not just wealth but values to the next generation.

If you’re looking to learn how real estate deals get done—from the ground up—this is an episode you won’t want to miss.

Reach out to connect with Matthew or to be a guest on the show to Susan

Next Steps

• Share your thoughts with a review - https://www.thedealscout.com/reviews/
• Let's connect on LinkedIn -
  https://www.linkedin.com/in/susan-reilly-64150722a/
• Subscribe and Watch on YouTube - https://www.youtube.com/channel/UCBQN_Y3nhDGClfMxCSBDjOg

Disclaimer: The content shared on this podcast is for informational purposes only and should not be taken as financial, legal, or tax advice. The views and opinions expressed are those of the host, Susan Reilly, and any guests, and do not necessarily reflect the official policy or position of any agency or organization.

Susan Reilly is a licensed real estate broker, but this podcast is not a substitute for professional advice. We strongly recommend that you consult with a qualified financial advisor, legal counsel, and tax professional before making any financial decisions or taking any actions based on the information provided in this podcast.

In this dynamic episode of The Deal Scout, host Susan Reilly welcomes longtime friend and powerhouse entrepreneur Alana Crumbley to discuss her unconventional path from interior design to business brokerage—and now, to selling wineries across the U.S. and abroad.

Alana shares how her early influences, including a strong work ethic instilled by her parents and mentorship from her father, a seasoned commercial broker, shaped her multifaceted career. She reflects on a pivotal moment—getting kicked out of college—and how it lit the fire that launched her into entrepreneurship. From there, Alana pivoted into commercial interior design, only to find the structure stifling. Her desire for creative freedom led her to real estate and, eventually, the niche world of business brokerage.

But Alana didn’t stop there. A serendipitous meeting with now-business partner Mandy turned into a strategic alliance, opening the door to a new venture: selling boutique wineries in emerging regions like Buffalo, New York and Connecticut. Together, they launched the Vino Advisory Team (VAT), a brokerage network now expanding into international wine markets. Alana explains why wineries are uniquely complex—and creatively satisfying—businesses to broker, combining hospitality, agriculture, and real estate.

Throughout the conversation, Alana speaks candidly about embracing technology and AI to streamline operations and fuel creativity. She also shares mentorship insights for aspiring business brokers, urging them to strip away inauthenticity, ask better questions, and build client trust through empathy and curiosity.

Whether you’re in real estate, business brokerage, or just love a good entrepreneurial journey, Alana’s story offers valuable lessons in resilience, reinvention, and designing a career on your own terms.

Reach out to connect with Alana or to be a guest on the show to Susan

Next Steps

• Share your thoughts with a review - https://www.thedealscout.com/reviews/
• Let's connect on LinkedIn -
  https://www.linkedin.com/in/susan-reilly-64150722a/
• Subscribe and Watch on YouTube - https://www.youtube.com/channel/UCBQN_Y3nhDGClfMxCSBDjOg

Disclaimer: The content shared on this podcast is for informational purposes only and should not be taken as financial, legal, or tax advice. The views and opinions expressed are those of the host, Susan Reilly, and any guests, and do not necessarily reflect the official policy or position of any agency or organization.

Susan Reilly is a licensed real estate broker, but this podcast is not a substitute for professional advice. We strongly recommend that you consult with a qualified financial advisor, legal counsel, and tax professional before making any financial decisions or taking any actions based on the information provided in this podcast.

In this episode of The Deal Scout, host Susan Reilly sits down with Alice Chen, a powerhouse private equity fund manager with a deeply unconventional path to success. From growing up in Taiwan to launching and selling multiple successful businesses in Canada, Alice shares her incredible entrepreneurial evolution—including how her experiences in pre-med, law, and international trade led her to become a fund manager specializing in U.S. land development.

Alice opens up about the roots of her entrepreneurial drive, influenced by a high-achieving banker mother and a self-taught engineer father. She reveals how she built the discipline, analytical thinking, and risk tolerance required to lead a private equity fund, and why she and her team focus on land development—a misunderstood but high-growth niche within the real estate market.

Susan and Alice also dive into what makes a successful business partnership, what to look for in potential collaborators, and the importance of stress-testing relationships before committing. Alice shares a candid story of a failed partnership that taught her the critical importance of alignment in values, work styles, and long-term vision.

You’ll also hear a behind-the-scenes look at how her firm identifies land development opportunities, partners with major homebuilders like D.R. Horton, and deploys capital into large-scale entitlement and horizontal development projects across the U.S. Alice explains their highly disciplined, data-driven due diligence process and why contrarian thinking often wins in investing.

Whether you're an aspiring fund manager, a seasoned investor, or simply curious about how raw land turns into livable communities, this episode is packed with insight, strategy, and actionable wisdom.

Interested in investing in U.S. land development or connecting with Alice? Use the links in the show notes to get in touch.

Reach out to connect with Alice or to be a guest on the show to Susan

Next Steps

• Share your thoughts with a review - https://www.thedealscout.com/reviews/
• Let's connect on LinkedIn -
  https://www.linkedin.com/in/susan-reilly-64150722a/
• Subscribe and Watch on YouTube - https://www.youtube.com/channel/UCBQN_Y3nhDGClfMxCSBDjOg

Disclaimer: The content shared on this podcast is for informational purposes only and should not be taken as financial, legal, or tax advice. The views and opinions expressed are those of the host, Susan Reilly, and any guests, and do not necessarily reflect the official policy or position of any agency or organization.

Susan Reilly is a licensed real estate broker, but this podcast is not a substitute for professional advice. We strongly recommend that you consult with a qualified financial advisor, legal counsel, and tax professional before making any financial decisions or taking any actions based on the information provided in this podcast.