The First Customer

In this episode, I was lucky enough to interview Deanna Sheward, co-founder and Chief Product Officer of Capablanca. Deanna shares her unique journey from academia to entrepreneurship. She recounts how her background in art, architecture, and research instilled in her a passion for learning and personal growth, which later fueled her pivot into the tech industry. Deanna explains how the skills she...

In this episode, I was lucky enough to interview Sean Languedoc, Founder and CEO of Outforce AI. Sean recounts his unconventional start in business, inspired by advice to "learn by doing" instead of pursuing an MBA. He shares his experience launching a tourism venture during Expo 86 in Vancouver, which taught him the value of adaptability when the business didn’t take off as expected. Fr...

In this episode, I was lucky enough to interview Jordan Saunders, founder and CEO of NextLink Labs. Jordan reflects on his entrepreneurial journey, starting from his early days in Pittsburgh, Pennsylvania, building computers at age 12. He shares how his passion for technology led him to pursue consulting right out of college after studying computer science at Penn State. Over the past decade, Jord...

In this episode, I was lucky enough to interview Alex Levin, Co-Founder and CEO of Regal.io. Alex grew up in Manhattan with a father who ran a steel service business. Alex absorbed early lessons about business operations and efficiency. While his father’s ventures in technology during the late 90s exposed him to a rapidly changing landscape, Alex initially explored entrepreneurship by selling wild...

In this episode, I was lucky enough to interview Dave Schneider, the CEO of Shortlist.io. Dave shares his upbringing in Ashland, Massachusetts, a small town where entrepreneurship was not encouraged. He explains how his early life and family background led him toward a more traditional career path, but eventually, after working a corporate job, he shifted to a more nomadic lifestyle with his wife....

In this episode, I was lucky enough to interview Dan Balcauski, founder and CPO of Product Tranquility. Dan shared his backstory, growing up in Chicago with no direct entrepreneurial influences but finding his path through engineering and the software industry. He moved to Austin, Texas, over 20 years ago, drawn by its warmer climate and tech opportunities. Initially influenced by the dot-com bubb...

In this episode, I was lucky enough to interview Donnie Boivin, Founder and CEO of Success Champions Network. Donnie grew up in a blue-collar family, and never considered starting a business until he was in his 40s. Inspired by thought leaders like Gary Vee and Tim Ferriss, Donnie made the leap after spending nearly two decades in sales, but quickly realized that building a successful business was...

In this episode, I was lucky enough to interview Baird Hall, co-founder of Churnkey. Growing up in a family of entrepreneurs, Baird didn’t start his first company until he was 27, though he feels he could have begun earlier. His first venture, a social audio network for sports fans, ultimately failed because while the product had passionate users, it generated no revenue. Baird reflects on how thi...

In this episode, I was lucky enough to interview Lynn Whitbeck, Founder and CEO of Petite2Queen. Lynn grew up in a mid-sized town, and her experience in the Girl Scouts, where she spearheaded a cookie-selling strategy with a shy friend, sparked her love for sales. That early success, along with her passion for helping people, laid the foundation for her sales expertise. Over time, Lynn moved into...

In this episode, I was lucky enough to interview Len Covello, CTO and Co-founder of Engage People. Len discusses his early influences, including growing up in Toronto and being inspired by his father, who was an entrepreneur in the catering business. Len's passion for technology started at a young age with his first computer, a Vic 20, and continued to grow as he developed basic programming s...

In this episode, I was lucky enough to interview Andrew Watson, Co-Founder of Igloo Media. Andrew recounts his upbringing in Italy and England, and how his initial aspirations as a tennis player eventually led him to entrepreneurship in the U.S. He describes his collegiate tennis career, where he honed his competitive spirit, which later translated into valuable skills in the business world. Andre...

In this episode, I was lucky enough to interview Sanket Karamchandani, Founder of Miss Neeta's Ice Cream Parlor. Sanket shared his entrepreneurial journey from a childhood dream inspired by cricket legend Sachin Tendulkar to becoming a business owner. Growing up in the Bay Area, Sanket was driven by the desire to pursue something he loved, which he eventually realized was ice cream. Despite h...

In this episode, I was lucky enough to interview a very, very, special friend, Christopher Wink, Co-founder and CEO of Technical.ly. Chris discussed his upbringing in a rural corner of Northwest New Jersey, which lacked exposure to technology and entrepreneurship. Despite not coming from a family with a background in journalism or entrepreneurship, Chris shared how his parents' traits—his fat...

In this episode, I was lucky enough to interview Jeff Bruno, CEO and Co-founder of B.Modelr. Jeff shares his entrepreneurial journey, which began in Philadelphia, and how his passion for small business finance led him to create his fractional CFO service. However, after realizing the limitations of the service model, Jeff and his partner, Julian Wright, pivoted to focus on building a tech-driven p...

In this episode, I was lucky enough to interview a very special friend, Jedidiah Weller, the CEO and Founder of Open Forge and Startup Wars. Jedidiah shares his entrepreneurial journey, beginning in rural Pennsylvania, where he grew up in Amish country. He details how his experiences in a challenging upbringing without strong entrepreneurial role models spurred his drive to succeed. After a diffic...

In this episode, I was lucky enough to interview Jack Adler, CEO and Founder of Out2Win Sports. Jack shares his journey from growing up in Bluebell and Villanova to his time at Syracuse University, where he founded Out2Win Sports in 2021. The idea for his sports marketing firm, which specializes in connecting brands with athlete creators in the NIL (Name, Image, Likeness) space, was born during th...

In this episode, I was lucky enough to interview Leopold van Oosten, the CEO and Founder of Amsterdam Standard. Leopold recounts his entrepreneurial journey, which began in a small, unremarkable town in the Netherlands. Initially studying hotel management with aspirations of entering the hospitality industry, his path took a dramatic turn during an internship in London in 2001. There, he was expos...

In this episode, I was lucky enough to interview Ann Carden, CEO and Founder of Expert In You. Ann delved into her entrepreneurial journey, which began in Missouri, influenced by her father, an entrepreneur. Ann's early ventures started with a doll business that she grew into a global enterprise, crafting and selling her own line of dolls. This experience instilled in her a deep understanding...

In this episode, I was lucky enough to interview Tomé Duarte, the Fractional CTO and Founder of Penguin Objective. Tomé shares how he started the year strong with a record-setting Q1, crediting his meticulous use of spreadsheets for managing his operations and cash flow. Originally from Portugal, Tomé explains that he lived in Brazil and Ireland before settling back in his homeland, though his pri...

In this episode, I was lucky enough to interview Jennifer Cresswell, Founder of Thoughtgro. Jennifer grew up in the Harrisburg, Pennsylvania area and having a background in industrial engineering from Cornell, Jennifer's drive to improve and optimize systems led her to launch Thoughtgro in July 2022. Despite initial challenges and a steep learning curve, Jennifer emphasized that her success s...

In this episode, I was lucky enough to interview Tim Branyan, founder of TrueFanz. Tim grew up in Kokomo, Indiana and explained how his early life, including the influence of his comedian father and his curiosity, shaped his entrepreneurial spirit. Tim's first business venture was modifying Xbox consoles during high school, which taught him about market demand and customer service. His first...

In this episode, I was lucky enough to interview Jim Keeney, founder and CEO of Dapt Tech. Jim explains that the entrepreneurial drive is fueled by a desire to build things and solve problems, which began for him in childhood. He talks about how Dapt Tech helps businesses track profit and loss by activity, allowing them to accurately assess the costs of specific jobs and make informed decisions ab...

In this episode, I was lucky enough to interview Mark Allen, Co-founder and CTO of Cobalt Innovations Inc.  Mark grew up in Bluebell, Pennsylvania. He credited his wife’s influence for igniting his entrepreneurial spirit. Initially working in tech as a software consultant, Mark eventually co-founded Cobalt during the COVID-19 pandemic. The platform was developed rapidly in response to the urgent m...

In this episode, I was lucky enough to interview Timothy Poore, the CEO and Co-founder of ATP Healthcare.  Timothy shared insights into his journey as an entrepreneur, reflecting on how his upbringing, particularly his parents' business endeavors, shaped his work ethic and determination. He discussed the origins of ATP Healthcare, a company that specializes in finding post-acute care placemen...

In this episode, I was lucky enough to interview Catherine Griffin, Founder of Impactable. Catherine recounts how her experiences leading a fund and accelerator in Philadelphia, which focused on social entrepreneurship and global innovation initiatives, inspired the creation of Impactable. Catherine explains that Impactable is a predictive impact analytics and reporting platform designed for both...