Episodes

Friday Mar 07, 2025
Friday Mar 07, 2025
In this engaging episode of the Drive By Entrepreneur podcast, we dive deep into the life and career of Robert Duncan, founder of the Duncan Law Group. Host John Frank leads an insightful conversation that not only explores Robert's professional journey but also sheds light on the personal values and experiences that shape his approach to law and community service. The episode begins with a warm introduction, setting the stage for a candid discussion about entrepreneurship, perseverance, and the importance of integrity in one's career. Robert shares his unique path to becoming a successful attorney, including the influences of his father, a judge and military veteran, and his unexpected journey from studying political science to starting his own law firm.
Join us for an exploration of Robert's commitment to making a difference, both in the lives of his clients and within his community. He discusses the values instilled in him by his family, the joy and challenge of running a law firm, and the critical importance of doing things the right way. The conversation also delves into the future of the legal profession, touching on the impact of artificial intelligence and the evolving landscape of legal practice. With anecdotes of personal growth, professional insights, and the occasional foray into his love for cooking, this episode offers a rich tapestry of lessons for aspiring entrepreneurs and seasoned professionals alike. Join John Frank and Robert Duncan as they explore the intersections of law, leadership, and life.

Thursday Feb 20, 2025
Thursday Feb 20, 2025
Welcome to another exciting episode of the Drive By Entrepreneur podcast, hosted by John Frank, owner of Third Road Management. In this episode, we dive deep into the entrepreneurial journey of Lily Barcelona, founder of Viva Barcelona Learning. Join us as we explore how Lily transitioned from academia to entrepreneurship, driven by her passion for the Spanish language and culture.
Lily shares her inspiring story, starting from her days at the University of Illinois to becoming a successful business owner focused on helping individuals and professionals revive their Spanish skills. Discover how she leveraged her background in education to create a thriving online learning community and expanded her reach to the corporate world, providing essential Spanish language training for healthcare professionals.
In this engaging conversation, Lily discusses the challenges and triumphs of being an entrepreneur, the importance of passion and perseverance, and her vision for scaling her business to new heights. Whether you're an aspiring entrepreneur, a language enthusiast, or someone interested in personal growth, this episode offers valuable insights and inspiration.
Tune in to learn about: - The art and science of entrepreneurship - The evolution of Viva Barcelona Learning - The significance of community and mentorship in business - Strategies for scaling and diversifying a niche business
Don't miss out on Lily's unique perspective on entrepreneurship and her commitment to empowering others through language. Subscribe to the Drive By Entrepreneur podcast for more compelling content and entrepreneurial insights.
Connect with Lily Barcelona:
- Website: VivaBarcelonaLearning.com- LinkedIn: Lily Barcelona- Instagram: @senyora.barcelona
Sponsors:
- Third Road Management- Two Hound Red Brewery- NWC Media
Join us in this episode and be inspired to embark on or enhance your entrepreneurial journey!

Friday Feb 07, 2025
Friday Feb 07, 2025
Welcome to another inspiring episode of the Drive-By Entrepreneur podcast, where we bring you captivating stories and insights from entrepreneurs and influencers driving change in small to mid-size organizations. In this episode, host John Frank, owner of Third Road Management, sits down with Nate Ernst, the dynamic founder of Envoi Partners, a real estate development firm known for transforming underutilized properties into neighborhood gems.
Join John and Nate as they explore the entrepreneurial journey of Nate, tracing his beginnings in Southern Illinois to the establishment of Envoi Partners. Delve into how Nate's fervor for real estate and unwavering quest for opportunities have influenced his strategy in value investing across Chicago's dynamic neighborhoods. This episode is enriched with compelling anecdotes, pivotal life experiences, and candid reflections on the challenges and successes inherent in entrepreneurship. It promises to be a source of wisdom and inspiration for those aspiring to make their mark in the business arena.
Tune in to learn about the importance of relationships, the power of persistence, and the art of spotting hidden potential in real estate. Whether you're an aspiring entrepreneur or a seasoned business owner, this conversation will motivate you to chase your dreams and embrace the entrepreneurship journey. Don't miss it!

Tuesday Jan 14, 2025
Tuesday Jan 14, 2025
In this episode of the Drive By Entrepreneur podcast, host John Frank sits down with Joe Fontana, the visionary founder and owner of Fry the Coop, a rapidly growing chain of fast-casual restaurants specializing in Nashville hot chicken sandwiches. Tune in as Joe shares his remarkable journey from humble beginnings in Villa Park, Illinois, to becoming a successful restaurateur with nine locations in the Chicago area.
Joe delves into the challenges and triumphs of building a restaurant empire from scratch, emphasizing the importance of perseverance, creativity, and a relentless commitment to quality and customer service. He opens up about the initial struggles of attracting customers, innovative marketing strategies like donning a chicken costume, and the pivotal decisions that have fueled Fry the Coop's success, including strategic financial management and scaling operations using cash flow.
Listeners will gain valuable insights into the unique challenges of the restaurant industry, from staffing and product consistency to logistics and growth strategies. Joe also candidly discusses the complexities of financing expansion and his ambitious goal of opening 75 stores over the next decade.
Whether you're an aspiring entrepreneur, a seasoned business owner, or simply a fan of delicious chicken sandwiches, this episode offers a wealth of inspiration and practical advice. Discover how Joe Fontana is transforming Fry the Coop into a beloved Chicago staple and learn from his experiences in navigating the dynamic world of entrepreneurship.
Don't miss this engaging conversation filled with humor, wisdom, and the unyielding spirit of a true entrepreneur.
Keywords: Joe Fontana, Fry the Coop, entrepreneurship, restaurant business, Nashville hot chicken, business growth, financial management, scaling operations, Chicago restaurants, small business, Drive By Entrepreneur podcast.

Monday Dec 23, 2024
Monday Dec 23, 2024
In this engaging episode of the Drive By Entrepreneur Podcast, host John Frank sits down with Damon Patton, the dynamic co-founder and CEO of Moor's Brewing Co., one of Chicago's leading African-American-owned craft breweries. Damon shares his inspiring journey from his early entrepreneurial ventures at the University of Illinois to navigating the competitive craft beer industry during the pandemic. Discover how Damon and his team are breaking barriers in a predominantly white industry, with a bold vision to nationalize their unique, culturally infused beers.
Throughout the episode, Damon discusses the challenges and triumphs of building Moor's Brewing Co., the importance of leaning into their cultural identity, and the strategic steps they are taking to expand into new markets across the U.S. and beyond. With a focus on innovation, Damon reveals their plans to introduce new product lines, including THC and non-alcoholic beverages, and the exciting potential for international expansion.
Tune in for a candid conversation about entrepreneurship, the power of cultural representation, and the relentless drive to succeed against the odds. Whether you're a beer enthusiast, an aspiring entrepreneur, or someone interested in the intersection of culture and business, this episode offers valuable insights and inspiration.
Don't miss out on the opportunity to learn from one of the most passionate and visionary leaders in the craft beer scene. Listen now on YouTube, Apple Podcasts, and Spotify!

Tuesday Dec 17, 2024
Tuesday Dec 17, 2024
In this episode of the Drive-By Entrepreneur podcast, host John Frank welcomes a special guest, Chris Lesner. John, an accomplished entrepreneur and owner of Third Road Management, is dedicated to bringing current and compelling content to entrepreneurs and influencers of small—to mid-size organizations. With a mission to illuminate the art and science of entrepreneurship, John engages with experienced and dynamic individuals to share their stories and insights.
Our guest, Chris Lesner, is the founder and CEO of Project World Impact and the host of the Servant Leadership Podcast. His fascinating journey started in Michigan, and he shares his incredible story of moving across the globe, from Japan to Germany, before settling in Chicago. His entrepreneurial spirit led him to start a marketing company during college, which rapidly grew and expanded beyond his expectations.
In this episode, Chris dives into the inception of Project World Impact, a platform designed to assist nonprofits by providing valuable software and marketing solutions. He shares his vision of impacting millions through innovative tools and strategies. Chris also discusses his passion for servant leadership, inspired by his faith and the profound impact of mentorship from industry leaders.
Please tune in to hear Chris Lesner's inspiring journey, challenges, and dedication to positively impacting the world. Whether you're an aspiring entrepreneur or a seasoned business owner, this episode offers valuable insights and motivation to pursue your dreams and make a difference.

Friday Nov 15, 2024
Friday Nov 15, 2024
Join host John Frank in this engaging episode of the Drive By Entrepreneur Podcast as he sits down with Laura Miller, the dynamic Chief Financial Officer of Strata Decision Technology. Laura shares her inspiring journey from starting with an accounting class in high school to becoming a CFO at a leading cloud-based financial planning company. With diverse experiences at companies like Pampered Chef, Starwood Hotels, and PwC, Laura provides insights into the evolving role of a CFO, the importance of cross-functional understanding, and the impact of AI and machine learning on financial operations.
The conversation delves into the shifting landscape of accounting and finance, addressing topics such as the decline in CPA candidates and the integration of technology in financial processes. Laura also discusses the challenges and rewards of leadership, emphasizing the importance of being open to opportunities and learning from peers.
Tune in to gain valuable perspectives on strategic financial leadership, hear Laura's thoughts on work-life balance, and discover her passion for gardening and potential farming aspirations. Whether you're an aspiring CFO or simply interested in the world of entrepreneurship, this episode offers a wealth of knowledge and inspiration. Don't miss out on this informative and entertaining discussion!

Wednesday Oct 16, 2024
Wednesday Oct 16, 2024
In this episode, John interviews Christine Koval, the founder of Next Haven Group, who is in the process of acquiring a business to grow. Christine shares her background, starting from her roots in Chicago, her education at the University of Illinois, and her MBA from the University of Chicago. She discusses her career journey, including her time at Abbott and her impactful experiences at Chewy, where she worked on projects like shipping frozen dog food and leading the venture into pet insurance.
Christine explains her current endeavor with Next Haven Group, which focuses on entrepreneurship through acquisition. She describes the model she is working under, which involves partnering with investors who provide both capital and mentorship. Christine highlights how this model supports young operators who are looking to acquire and grow a business by providing a network of experienced mentors and a framework to find a suitable company for acquisition. She emphasizes the importance of building relationships with business owners who are considering succession plans and how her experience positions her as a credible option for these entrepreneurs.
During the conversation, Christine outlines her criteria for assessing potential businesses to acquire, focusing on three main pillars: being part of a growing market, having recurring or repeatable revenues, and demonstrating a strong history of margins and cash flow generation. She discusses the importance of understanding a business's competitive advantage and ensuring it continues to meet demand. Christine also shares insights from her professional career, highlighting the significance of having the right people, maintaining customer centricity, and the necessity of taking calculated risks.
The podcast concludes with a light-hearted segment where Christine shares her personal interests, including her favorite music—mentioning artists like Pitbull and bands like Fleetwood Mac—and her love for Friendsgiving. She also reveals her dream alternative career as a Peloton instructor, appreciating the company's customer-centric approach. Throughout the episode, Christine's insights and experiences provide valuable lessons for entrepreneurs navigating the challenges of growing and acquiring businesses.

Thursday Oct 03, 2024
Thursday Oct 03, 2024
In the Drive By Entrepreneur podcast, host John Frank introduces the show, which aims to provide compelling content for entrepreneurs and influencers of small to mid-size organizations. He briefly mentions the sponsors, including his own company, Third Road Management. The episode's guest, Kati Kemph, founder of Kie & Kate Couture, is introduced. John and Kati have been long-time friends, and he expresses excitement about discussing her 16-year journey as an entrepreneur.
Kati shares her story, beginning with her upbringing in Itasca, Illinois, and her initial career aspirations of becoming a child advocate lawyer. Her plans shifted when she attended the University of Wisconsin, Madison, where she fell in love with teaching. After six years of teaching first grade, Kati decided to take a break to focus on her family. During this time, she launched Kie & Kate Couture in 2008, blending her passion for fashion and design with her need for a creative outlet. Her business quickly grew, leading to the opening of a brick-and-mortar store in 2011 and further expansion in 2018.
Throughout her entrepreneurial journey, Kati emphasizes the importance of continuous improvement and adaptability. She discusses overcoming challenges such as the Polar Vortex and COVID-19, which prompted her to expand into e-commerce. Kati credits her success to a supportive network, including her husband and colleagues, and her participation in programs like Goldman Sachs' 10,000 Small Businesses, which helped her develop confidence and business acumen. She highlights the significance of strategic decision-making and finding a balance between work and family life.
Looking ahead, Kati is focused on further developing Kie & Kate's online presence while maintaining the personal touch her business is known for. She is committed to continuing to provide a welcoming and inclusive environment for her customers and staff, prioritizing quality over rapid expansion. Kati's story is a testament to perseverance, innovation, and the power of community, making her journey relatable and inspiring for fellow entrepreneurs.

Thursday Sep 26, 2024
Thursday Sep 26, 2024
In the latest episode of the Drive By Entrepreneur podcast, host John Frank interviews Kevin Collins, the CEO of Secret Walls. The podcast, sponsored by Third Road Management, Two Hound Red, and NWC Media, aims to provide valuable insights to entrepreneurs and influencers of small to mid-size organizations. John Frank starts by explaining the mission of the podcast and introduces Kevin Collins, who shares his journey from being an English lit major and college athlete to an influential figure in experiential marketing and the arts.
Kevin Collins describes his early career, including an impactful internship at SFX, which later became Live Nation. This experience sparked his passion for live events and entertainment. After working various roles in the marketing world, including a stint with Levi's and a return to Clear Channel, Collins moved to New York to join an experiential marketing agency, MKTG. His career took another leap when he moved to London, working with major brands like Nike and Beats by Dre, and eventually discovering Secret Walls, a live art competition that captivated him.
Secret Walls, founded in 2006 by Terry Guy, started as an underground art battle in London and has since grown into a global phenomenon. Collins explains the various facets of Secret Walls, including their battle events, educational programs through Secret Walls Academy, and agency services. The organization is dedicated to supporting local artists and creating opportunities for them through live events, brand partnerships, and community-building initiatives. Secret Walls has also adapted to the pandemic by finding new ways to engage with audiences and expand its reach.
Throughout the conversation, Collins highlights the importance of staying curious, asking questions, and continuously pushing oneself out of comfort zones. He reflects on the challenges and rewards of growing Secret Walls and emphasizes the need for short-term memory in dealing with both successes and setbacks. The episode concludes with some fun personal questions, revealing Collins' love for Halloween and his potential interest in teaching as a future career. Overall, the interview provides a rich exploration of Kevin Collins' entrepreneurial journey and the innovative world of Secret Walls.