The First Customer

In this episode, I was lucky enough to interview Terence Bennett, CEO of DreamFactory. Terence shares his unconventional journey from a military intelligence officer to leading a developer-focused API company.  He explains how his entrepreneurial parents influenced his mindset and how his military background taught him to solve problems creatively. He also shares how dealing with dyslexia and join...

In this episode, I was lucky enough to interview James Griffin, CEO of Invene. James shares how he transitioned from a self-taught coder with early entrepreneurial tendencies to leading a successful healthcare-focused software firm. Raised in an engineering-driven household in McKinney, Texas, James initially pursued biomedical engineering before shifting to computer science, eventually leveraging...

In this episode, I was lucky enough to interview Jason Vego, co-founder and CEO of Bevz, a digital platform helping mom-and-pop liquor and convenience stores go online and manage inventory.  Jason shares how growing up with an entrepreneurial father planted the seed for his own ventures, including an early attempt to build software for dog groomers. The failure taught him valuable lessons about un...

In this episode, I was lucky enough to interview Brett Tiagwad, founder and CEO of Elevated Angles. Brett shares his unconventional path from finance to drone media. After a challenging personal journey, including recovery and the loss of his mother, Brett found solace and inspiration in flying drones. What started as a therapeutic hobby quickly became a business idea when he realized the visual i...

In this episode, I was lucky enough to interview Christian Espinosa, founder and CEO of Blue Goat Cyber. Christian shares his experience of growing up in poverty with an unstable home life, seeking structure in the Air Force, and eventually transitioning from a successful freelancing career to launching his first company, Alpine Security. Christian explains that boredom and the desire for growth p...

In this episode, I was lucky enough to interview Dori Yona, Co-founder and CEO of Simple Closure. Dori shares his entrepreneurial journey, which began with a childhood influenced by his entrepreneur parents and a deep connection to Silicon Valley. He first launched a dating app in Israel, but quickly pivoted to create Earny, a consumer fintech company that automated price protection refunds from r...

In this episode, I was lucky enough to interview Mark Wormgoor, CEO and tech coach at The Maverick CTO. Mark shares that despite a successful 25-year corporate career in IT, he felt unfulfilled after reaching his long-term goal early and ultimately chose to go independent. He candidly reflects on the decision-making process behind leaving corporate life, his early startup missteps, and how a faile...

In this episode, I was lucky enough to interview Bert TerHart, CEO and Founder of LeadBrain AI.  Bert shares how his upbringing in a small Canadian town and the work ethic of his entrepreneurial father shaped his approach to business. From surveying frozen land with his dad on holidays to founding three companies in the tech and healthcare sectors, Bert emphasizes the importance of deep customer c...

In this episode, I was lucky enough to interview Jimmy Jacobson, CTO of Codingscape. Jimmy discovered programming through his father's university lab computer, unaware it could be a career. He later pursued computer science, freelancing while working at Overstock and Zappos. Zappos’ culture encouraged risk-taking, fueling his entrepreneurial drive. He co-founded Wedgies.com, a social media po...

In this episode, I was lucky enough to interview Will Blackburn, co-founder of DevClarity. Will shares he's from Birmingham, Alabama, where he still resides. Although he moved to Atlanta, thinking Birmingham lacked a tech ecosystem, he returned after seeing local success stories and opportunities. Birmingham’s smaller, supportive startup community, centered around the Innovation Depot, made i...

In this episode, I was lucky enough to interview Tatsiana Kirimava, CEO and co-founder of Orangesoft. Tatsiana shares that she grew up in various countries, including Poland, Belarus, and the U.S. She attributes her open-mindedness and independence to her parents, who encouraged her to make her own decisions. She highlights her ability to communicate effectively and build networks as essential ski...

In this episode, I was lucky enough to interview T. Brad Kielinski, Founder of IT Pros. Brad shared his journey from growing up in Plymouth Meeting near Germantown Academy to becoming a successful tech recruiter in Philadelphia. Inspired by witnessing his uncle and aunt’s homegrown business grow to 400 employees and his father’s inventive spirit, Brad gravitated towards entrepreneurship early on....

In this episode, I was lucky enough to interview Charles Sims, CEO and founder of Investimate. Charles shares how he grew up around innovation and leadership inspired him to build and scale ventures, starting with a paintball supply company as a child. His ability to adapt and thrive in chaos earned him the moniker "Hurricane CTO" during his tenure with organizations like the LA Clippers...

In this episode, I was lucky enough to interview David Snider, founder and CEO of Harness Wealth.  Growing up in Boston, David's early exposure to financial services and an interest in problem-solving shaped his career. After co-founding and helping grow Compass, a major real estate brokerage, he realized that navigating tax and financial complexities was a major challenge for business owners...

In this episode, I was lucky enough to interview Jason Shafton, CEO and founder of Winston Francois. Jason shares his journey from growing up in a family of entrepreneurs in Chicago to becoming a growth and marketing consultant for tech startups. Inspired by his parents’ business ventures in high-end audio equipment, Jason developed an early passion for business, launching a small airplane-selling...

In this episode, I was lucky enough to interview Vladimir Baranov, CEO and founder of Human Interfaces. Vladimir had early exposure to the turbulent Russian business climate, which made him cautious about entrepreneurship, but his experiences in the U.S. gradually changed his perspective. In college, he created a textbook-sharing platform, an early taste of entrepreneurship, though without chargin...

In this episode, I was lucky enough to interview Peter Bonney, CEO and founder of Fastbreak RFP. Peter shares his entrepreneurial journey, starting from his childhood in a small town in Massachusetts. Growing up with a father who ran shoe stores and constantly engaged in side hustles, Peter absorbed key lessons in customer focus and hustle. He reflects on how his early experiences shaped his busin...

In this episode, I was lucky enough to interview Shae Feltz, CEO and founder of NOTICS, an IT service provider based in Minneapolis.  Shae delves into his humble beginnings in Brainerd, Minnesota, where he learned early on that working for someone else wasn’t for him. At just 16, Shae launched a mobile iPhone repair business, gaining valuable insights into marketing, sales, and fulfillment. He cre...

In this episode, I was lucky enough to interview Brian Glick, CEO and founder of Chain.io  Brian traced his inspiration to a family background in leadership and entrepreneurship, coupled with firsthand experience in customs brokerage. Dropping out of college, Brian’s entry into the supply chain world began humbly, crawling under desks to set up computers. Over time, he recognized inefficiencies in...

In this episode, I was lucky enough to interview Jon Wise, the founder and CEO of Jon Wise Creative (JWC).  Jon started his childhood in suburban Atlanta, where his father ran a local software store. Jon recalls his earliest entrepreneurial endeavor at a community festival, selling “Tucker Rocks” to neighbors, which marked the beginning of his creative and business-minded spirit. After studying mu...

In this episode, I was lucky enough to interview Etienne de Bruin, Founder and CEO of 7CTOs. Etienne shares his entrepreneurial journey, starting from his upbringing in South Africa to founding his organization that supports technology leaders. Growing up during a time of global isolation for South Africa, Etienne reflects on how this scarcity of resources fostered a strong entrepreneurial spirit...

In this episode, I was lucky enough to interview Rachel Sanders, CEO and Co-Founder of Rootine. Rachel shares the transformative journey behind her health and wellness brand. Rootine’s mission is to empower individuals with personalized, data-driven health solutions, starting with custom multivitamins tailored to biological data. Rachel recounts how her upbringing in a holistic health-focused hous...

In this episode, I was lucky enough to interview Hunter Fortuin and Tom Carmona, co-founders of Wolfjaw Studios.  Based in Troy, New York, Wolfjaw specializes in backend development for online gaming services, tackling the complex systems that enable matchmaking, account management, and telemetry. Tom recounts how the company’s first major client originated from a network connection cultivated ove...

In this episode, I was lucky enough to interview Jason Barnard, CEO of Kalicube. Jason recounts his beginnings in the music industry, where he started a record label after failing to secure a deal for his band. This led him to his first customer, a record company, which he gained through relationship building. He further explains the challenges he faced with his second company, a children’s entert...

In this episode, I was very, very lucky enough to interview my former boss, Dave Reinhold, Founder of VentureCPO. Growing up in New York, Dave recounts his first “business” selling bubble gum and fans to classmates, reflecting a lifelong drive for independence and resourcefulness. His early passion for technology blossomed with his first computer, a Commodore 64, which sparked a fascination with d...