The Deal Scout

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The Deal Scout

Susan Reilly

327 episodes

1 month ago

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 ren...

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Entrepreneurship

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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 ren...

Show more...

Entrepreneurship

Episodes (20/327)

The Deal Scout

From Cleaning Houses to Owning Apartment Complexes: The Matthew Teifke Story

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 ren...

4 months ago

28 minutes

The Deal Scout

From Blueprints to Bottles: Alana Crumbley’s Journey from Design to Deal-Making

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 kick...

4 months ago

34 minutes

The Deal Scout

From Law to Land: How Alice Chen Became a Powerhouse in Real Estate Private Equity

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 en...

5 months ago

26 minutes

The Deal Scout

From Vending Machines to Multi-Million Dollar Deals: Fred Beasley on Florida CRE

In this episode of The Deal Scout, host Susan Reilly welcomes a longtime friend and seasoned real estate professional, Fred Beasley. With deep roots in Central Florida, Fred shares his journey from managing vending machines at 13 to becoming a highly respected commercial real estate broker and investor. Fred brings decades of experience in both corporate and independent real estate investing, including tenures at CBRE, Trammell Crow Company, and boutique development firms. He unpacks the less...

5 months ago

27 minutes

The Deal Scout

Showing Up, Standing Out: Carl Gould’s Journey from Landscaping to Business Leadership

In this episode of The Deal Scout, host Susan Reilly sits down with Carl Gould, founder of 7 Stage Advisors, whose entrepreneurial journey started at just 18 years old with a landscaping business—and a broken leg. From humble beginnings to mentoring over 5,000 businesses worldwide, Carl’s story is packed with unexpected lessons, strategic pivots, and game-changing insights. Carl shares the early moments that shaped his success, including a pivotal realization that simply showing up gave him a...

5 months ago

35 minutes

The Deal Scout

Unlocking Lucrative Tax-Advantaged Investments in Oil and Gas with Bryan Hancock

In this episode of The Deal Scout, your host Susan Reilly sits down with Bryan Hancock, a born-and-raised Austin, Texas entrepreneur and investor, who shares valuable insights into one of the most overlooked but highly rewarding investment opportunities: oil and gas. Brian discusses how his upbringing, professional background in engineering and business, and decades of real estate experience have prepared him for success in this unique sector. He explains why oil and gas investments—especiall...

6 months ago

27 minutes

The Deal Scout

Franchising with Integrity: Don Schin's Guide to Building Smarter, Sustainable Franchise Growth

In this episode of The Deal Scout, host Susan Reilly sits down with franchise industry veteran Don Schin, who brings over 25 years of experience and a passion for doing franchising the right way. Whether you’re thinking of buying into a franchise, launching your own, or scaling one with integrity, this episode is packed with real-world insights that matter. Don has worn nearly every hat in the franchise world—franchisee, master franchisee, CEO, broker, and now consultant. But it was his role ...

6 months ago

33 minutes

The Deal Scout

From Financial Advisor to Financial Freedom: Chris Miles' Journey Beyond Wall Street

In this episode of The Deal Scout, host Susan Reilly sits down with Chris Miles, also known as the Anti-Financial Advisor, to uncover his unconventional path to financial freedom and the hard lessons learned along the way. Once a traditional financial advisor, Chris realized that the advice he was giving—401(k)s, paying off mortgages early, saving aggressively—wasn’t working, not even for his own father. His wake-up call came when he saw firsthand that the “American Dream” retirement strategy...

6 months ago

31 minutes

The Deal Scout

From Flips to Sustainable Builds: Keith’s Real Estate Journey Rooted in Resilience and Innovation

On this episode of The Deal Scout, host Susan Reilly sits down with real estate investor and entrepreneur Keith, whose journey from a childhood on the Jersey Shore to becoming a sustainability-focused builder in Florida is filled with grit, reinvention, and strategic thinking. Keith’s early exposure to real estate came from his parents, who flipped vacation rentals in the 1980s. That hands-on experience laid the foundation for his passion for real estate and entrepreneurship. After college, K...

7 months ago

33 minutes

The Deal Scout

From Car Lot Loss to Business Brokerage: Rudy Rudolfo’s Journey to Empowering Entrepreneurs

In this episode of The Deal Scout, host Susan Reilly sits down with Rudy Rudolfo, business broker at True Forte Business Group. Rudy shares a compelling journey that begins with humble roots as the son of Cuban immigrants in Michigan and leads to an impactful career helping entrepreneurs buy and sell businesses in Florida. Rudy’s path wasn’t linear—nor was it easy. He opens up about the missteps that cost him his first business, including a handshake deal gone wrong with a local pastor that l...

7 months ago

27 minutes

The Deal Scout

From Exits to Impact: Eddie Wilson on Legacy, Loss & Leading with Purpose

In this powerful episode of The Deal Scout, host Susan Reilly sits down with investor, entrepreneur, and philanthropist Eddie Wilson—a man behind more than 100 business exits and a mission to change the world, one child at a time. Eddie opens up about his journey from growing up in a loving entrepreneurial family to experiencing devastating personal losses that reshaped his worldview. He shares how gratitude, instilled by his emotionally intelligent mother, became his secret weapon—first in h...

7 months ago

30 minutes

The Deal Scout

Navigating Market Cycles: Insider Tips for Real Estate Agents and Investors

Join host Susan Reilly on The Deal Scout as she sits down with seasoned commercial broker and investor Christian Peters of Dark Horse Commercial. With a lifelong background in real estate and deep-rooted industry expertise, Christian shares invaluable insights into the commercial real estate market, the 18.6-year economic cycle, and strategic investment moves. In this episode, Christian and Susan discuss: How growing up in a real estate family shaped his careerThe smartest entry point into re...

7 months ago

30 minutes

The Deal Scout

Passing the Torch: The Deal Scout Welcomes a New Host

In this special episode of The Deal Scout, host Josh Wilson makes a major announcement—his time as host is coming to an end. But as one chapter closes, another begins. Meet Susan Reilly, the new host of The Deal Scout, who brings a wealth of experience in business brokering, commercial real estate, and deal-making. Josh and Susan dive into her background, from co-owning and selling multiple businesses to her passion for connecting people and facilitating deals. They discuss her journey into t...

8 months ago

31 minutes

The Deal Scout

Emotional Readiness for Business Sellers with Shawn Flynn

Insights from the Frontlines of M&A I’m thrilled to share some highlights from our latest episode of "The Deal Scout," where I had an enlightening conversation with Shawn Flynn, a seasoned investment banker specializing in mergers and acquisitions (M&A). This episode is packed with valuable insights and practical advice for anyone navigating the complex world of dealmaking. Here’s a sneak peek at what we covered: Key Takeaways from the Episode: The Mindset of Dealmaking: &nb...

9 months ago

33 minutes

The Deal Scout

Insights from a Fractional CEO Karen Demichelis

Insights from a Fractional CEO I had the pleasure of chatting with Karen, a seasoned fractional CEO and advisor to C-suite executives. Our conversation was packed with valuable insights on business management, financial literacy, and strategies for driving company performance. Here are some key takeaways that I think you'll find intriguing: Key Lessons and Ideas: The Role of a CEO in Challenging Times:** Karen steps into organizations during tough transitions, often uncovering hidde...

10 months ago

41 minutes

The Deal Scout

From Touchdowns to Transactions: Journey in Sports Investment with Marques Colston

Hey there, fellow investors and sports enthusiasts! I'm thrilled to share the latest episode of "The Deal Scout" with you. This one is particularly special as it features Marques Colston, a former NFL player who has made an impressive transition into the world of deal-making and investment. Here are some key takeaways and intriguing insights from our conversation that you won't want to miss: Key Highlights: 1. From NFL to Venture Capital: Marques's Transition: After a decade i...

11 months ago

43 minutes

The Deal Scout

Trademarks VS Copyrights with Jeff Holman

Navigating the Legal Maze of Startups I’m thrilled to share some golden nuggets from our latest podcast episode, where I had an enlightening chat with Jeff, an attorney who specializes in startup legalities. If you’re a startup founder or an investor, this episode is a must-listen. Here’s a sneak peek into the key takeaways: The Chaos of Startups Startup Environment**: Jeff and I dive into the unpredictable nature of startups. Rapid changes and unexpected challenges are the norms, making le...

12 months ago

33 minutes

The Deal Scout

From Flight Instructor to Fintech Founder: Jason Schapperts Unconventional Path to Success

The Deal Scout Newsletter: Jason's Journey from Ocala to the Skies and Beyond Hello, fellow dealmakers! I’m thrilled to share the latest episode of "The Deal Scout" with you. This time, I had the pleasure of reconnecting with Jason, an inspiring entrepreneur from my hometown of Ocala, Florida. His story is a testament to resilience, innovation, and the power of leveraging opportunities. Here are some key takeaways and intriguing insights from our conversation that you won’t want to miss: K...

1 year ago

41 minutes

The Deal Scout

Capital Raising: A Deep Dive into Regulation D with Tilden Moschetti

Understanding Regulation D This time, we dive deep into the world of raising capital through Regulation D with the help of our esteemed guest, Mr. Tilden, an experienced securities attorney. Whether you're a seasoned investor or just starting out, this episode is packed with insights that can help you navigate the complexities of capital raising. Key Takeaways from the Episode: 1. Understanding Securities: What is a Security? & Why It Matters**: Knowing this helps you understand...

1 year ago

42 minutes

The Deal Scout

Building a Billion-Dollar Holding Company Through Acquisitions with Jude David

Unveiling the Secrets of Strategic Acquisitions This time, I had the pleasure of sitting down with Jude, a remarkable entrepreneur and dealmaker who has mastered the art of scaling businesses through strategic acquisitions. Here’s a sneak peek into our conversation that you won’t want to miss: Key Takeaways from Jude’s Journey: Scaling Through Acquisitions**: Jude’s journey from a small door and window business to a $100 million revenue powerhouse is nothing short of inspiring. He recently...

1 year ago

46 minutes