The First Customer

In this episode, I was lucky enough to interview Rob Wenger, CEO and founder of Higher Logic.

Rob shares how Higher Logic evolved from a LinkedIn-style networking idea into a powerful engagement platform serving over 3,000 clients worldwide. With a focus on professional communities—ranging from doctors and accountants to global corporations—Rob explains how the right mix of purpose, participation, and leadership can shape ...

In this episode, I was lucky enough to interview Tim Haak, founder and Vice President of Innovation at Mile6. 

Tim shares how growing up in a small-town family business shaped his entrepreneurial mindset, and how his curiosity for technology led him to build his first websites as a teenager—before he even had his driver’s license. From those humble beginnings to leading a digital product agency that has reinvented itself every few y...

In this episode, I was lucky enough to interview Marco Benitez, CEO and founder of ROOK, a company revolutionizing how wearable health data is integrated and used.

Marco opens up about his entrepreneurial journey, from growing up in Mexico to moving his family to the U.S. to pursue bigger opportunities. He reflects on how his first startup shaped his path, how COVID-19 became the catalyst for ROOK’s pivot, and the game-ch...

In this episode, I was lucky enough to interview Umair Khan, CEO and founder of Techamana.

Umair explains that Techamana is a vetted talent marketplace designed to stand apart from traditional freelance platforms. Techamana ensures quality by rigorously evaluating technical skills, communication, and cultural fit before admitting freelancers to the platform. He explains that the company matches clients with top candidates within 48 ...

In this episode, I was lucky enough to interview Melissa Sherman, founding CEO of MOBILion Systems, Inc.

Melissa shares how her Midwestern upbringing and early career at DuPont shaped her blend of science and business acumen, transforming her from a researcher into a CEO. She talks about discovering her passion for building businesses around complex technology, drawing on experiences ranging from textiles and fashion to in...

In this episode, I was lucky enough to interview Dan Abel Jr., the Chief Chocolate Officer of Bissinger’s Chocolate.

Dan shares how his family grew up immersed in the candy business—starting from a small family-run operation in 1981 to acquiring and leading the iconic Bissinger’s brand today. Dan walks us through their unique family dynamic, how each sibling found their place in the business, and what it’s really like behind the sce...

In this episode, I was lucky enough to interview Adam Dakin, President and CEO of Keriton.

Adam’s entrepreneurial journey starts with selling hats and t-shirts in college before building multiple venture-backed startups and leading health tech investments at DreamIt Ventures. When Keriton’s investors seek new leadership, Adam steps in with a plan to stabilize finances, restructure the team, bring sales and marketing in-house, and cl...

In this episode, I was lucky enough to interview Paul Byrne, President of Razoyo, a Texas-based custom software development company. 

Paul shared how growing up in an entrepreneurial family in Wichita, Kansas—where his mom ran a fabric shop and his dad tinkered with tech ventures—planted the seeds for his own journey. We discussed how the concept of entrepreneurship has evolved from packing circuit boards around kitchen tables to bu...

In this episode, I was lucky enough to interview Nicky Senyard, CEO and founder of Fintel Connect. 

Nicky shared the journey behind Fintel Connect—a digital acquisition platform that helps financial institutions across North America grow their customer base through affiliate marketing. She explained how the platform acts like the “plumbing” between banks and publishers like NerdWallet or Credit Karma, using a CPA (cost-per...

In this episode, I was lucky enough to interview serial entrepreneur Eric McHugh once again!

Eric dives into his latest venture, dataing.io, an AI-powered matchmaking app built to challenge the typical swipe-based dating model. He shares how the Web3 space supports his builder mindset and leads to the creation of Hold On Labs, a platform that launches products focused on meaningful connection. With dating.io, the goal is to create i...

In this episode, I was lucky enough to interview Keilian Knudsen and Prags Mugunthan, co-founders of Pangea.ai. 

Keilian and Prags explored their journey from university roommates in Scotland to building a global tech talent platform. Keilian described how growing up in Switzerland with an American mother and Norwegian father gave him a multicultural view of the world and a drive to create something of his own. Prags shared how movi...

In this episode, I was lucky enough to interview Aubrey Amatelli, Founder and CEO of PayRio—the first payment provider focused exclusively on alternative medicine.

Aubrey shared how her roots in Silicon Valley and a traditional finance career at JP Morgan eventually led her to launch PayRio, combining her passion for cannabis and her expertise in payments. She walked me through the complicated regulatory landscape that mak...

In this episode, I was lucky enough to interview Ben Fellows, CEO and founder of Loop QA.

Ben shares how his company addresses the growing need for highly skilled, mid-to-senior QA professionals in a market lacking structured training and clear entry paths. Loop QA focuses on embedding experienced testers directly into teams at startups and enterprises, filling a critical talent gap with candidates who bring technical expertise, pro...

In this episode , I was lucky enough to interview Bill Douglas, CEO of Optic Wise, also known as “The Resilience Guy”.

From buying his first car at 15 with money he made running a newspaper hustle, to surviving a coral snake bite and a paralyzing ski accident 30 years to the day later, Bill’s journey is a lesson in grit and perspective. He shares how these life-altering experiences pushed him to leave corporate life behind and embra...

In this episode, I was lucky enough to interview Steven Webster, CEO of asensei.

Steven reflects on the importance of learning through iteration. He shares how some of the company's earlier choices—while later adjusted—were necessary stepping stones that shaped their current success. Rather than dwell on what could have been done differently, Steven focuses on how each decision sharpened their perspective and helped t...

In this episode, I was lucky  enough to  interview a longtime friend and startup expert Gregory Shepard.

Greg shares the story behind his new book, The Startup Lifecycle, which grew out of a four-year research project on why startups fail. With thousands of transcripts and 200,000 case studies, he saw the need to turn complex data into practical tools for founders. What began as a policy-focused effort became a mission to empower en...

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 joining a support group at Goo...

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 a full-ride college schol...

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 understanding an industry from the ins...