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The First Customer
Jay Aigner
225 episodes
1 week ago
In this episode, I was lucky enough to interview Sean Heberling, founder and CEO of Marion Street Capital. From buying up newspaper routes as a kid in Rochester, New York, to hiring friends and building a mini “paperboy empire,” Sean’s early ventures taught him how to scale, manage people, and spot opportunity. Those same instincts followed him through a 20-year career in hedge funds and later into academia as a finance professor at Villanova University, where he rediscovered his passion for...
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Entrepreneurship
Business,
Careers
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All content for The First Customer is the property of Jay Aigner and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
In this episode, I was lucky enough to interview Sean Heberling, founder and CEO of Marion Street Capital. From buying up newspaper routes as a kid in Rochester, New York, to hiring friends and building a mini “paperboy empire,” Sean’s early ventures taught him how to scale, manage people, and spot opportunity. Those same instincts followed him through a 20-year career in hedge funds and later into academia as a finance professor at Villanova University, where he rediscovered his passion for...
Show more...
Entrepreneurship
Business,
Careers
Episodes (20/225)
The First Customer
The First Customer - The Art of Turning Pocket Change into Capital Gains with Founder Sean Heberling
In this episode, I was lucky enough to interview Sean Heberling, founder and CEO of Marion Street Capital. From buying up newspaper routes as a kid in Rochester, New York, to hiring friends and building a mini “paperboy empire,” Sean’s early ventures taught him how to scale, manage people, and spot opportunity. Those same instincts followed him through a 20-year career in hedge funds and later into academia as a finance professor at Villanova University, where he rediscovered his passion for...
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1 week ago
25 minutes

The First Customer
The First Customer - How Visualization Became the Secret Weapon in Finance with Founder Adam Holt
In this episode, I was lucky enough to interview Adam Holt, founder and CEO of Asset-Map. Adam talks about how his entrepreneurial drive took shape from his early years in New York to leading one of the most innovative platforms in financial visualization. Adam shares how his mother’s example as a self-made realtor influenced his approach to business and connection, teaching him to treat every interaction as a chance to form genuine relationships. He reflects on how attending Tony Robbins sem...
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3 weeks ago
27 minutes

The First Customer
The First Customer - Turning Small-Town Hustle Into Big-Time Software with Founder Joshua Davidson
In this episode, I was lucky enough to interview Joshua Davidson, CEO and founder of Chop Dawg. Growing up just outside of Atlantic City during the Great Recession, Josh saw firsthand how fragile traditional industries could be. Watching friends’ families lose homes and his father work multiple jobs gave him a survival instinct and a drive to create opportunities for himself. By the time he was a teenager, Josh was building websites door-to-door and helping small businesses grow, even in the ...
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1 month ago
33 minutes

The First Customer
The First Customer - The Hidden Dynamics That Make Communities Thrive with CEO Rob Wenger
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 thriving ecosystems that deliver real value for members and organizati...
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1 month ago
27 minutes

The First Customer
The First Customer - The Practice of Longevity in Digital Product Work with Mile6 Founder Tim Haak
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 years, Tim reflects on the persistence and adaptability n...
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1 month ago
32 minutes

The First Customer
The First Customer - Turning Wearable Noise Into Boardroom Gold with ROOK Founder Marco Benitez
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-changing moment when their very first insurance client validated their A...
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1 month ago
27 minutes

The First Customer
The First Customer - Redesigning Work to Break the Hiring Game with CEO and Founder Umair Khan
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 hours, delivering a faster and more reliable hiring experienc...
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2 months ago
26 minutes

The First Customer
The First Customer - Building The Business of Invisible Chemistry with Founding CEO Melissa Sherman
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 investment and startup incubation. Melissa dives into MOBILion’s ...
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2 months ago
24 minutes

The First Customer
The First Customer - How a 350-Year-Old Chocolate Brand Still Breaks the Rules with Dan Abel Jr.
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 scenes of a chocolate kitchen—from caramel science to flavor inn...
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2 months ago
33 minutes

The First Customer
The First Customer - Mastering the Zero Harm Baby Formula with President and CEO Adam Dakin
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 close key enterprise healthcare deals. His approach pays off, s...
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2 months ago
28 minutes

The First Customer
The First Customer - Turning Broken Systems into a Thriving Software Business with Paul Byrne
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 building viral businesses on TikTok, like his daughter rec...
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3 months ago
23 minutes

The First Customer
The First Customer - Resilience, Niches, and the Long Game in Fintech with Founder Nicky Senyard
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-acquisition) model that rewards performance and delivers real va...
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3 months ago
21 minutes

The First Customer
The First Customer - Matchmaking in the Age of Neural Nets with Co-Founder Eric McHugh
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 intentional, high-quality matches using AI-generated personali...
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3 months ago
20 minutes

The First Customer
The First Customer – Bootstrapped, Burned Out, and Building Back Smarter with Keilian & Prags
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 moving from Sri Lanka to Norway at a young age gave him acce...
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3 months ago
27 minutes

The First Customer
The First Customer - Turning a High-Risk Market into a Scalable Business with Aubrey Amatelli
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 makes payment processing for cannabis so challenging and explained how Pa...
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3 months ago
26 minutes

The First Customer
The First Customer - How to Build a QA Army Without Drowning in Bugs with Founder Ben Fellows
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, product understanding, and emotional intelligence. Ben explains ...
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4 months ago
24 minutes

The First Customer
The First Customer - Why You Should Bet Big on Starting Over with CEO Bill Douglas
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 embrace entrepreneurship, prioritizing fulfillment over financial ...
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4 months ago
26 minutes

The First Customer
The First Customer – How a Detour Became a Superpower with CEO Steven Webster
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 them build what he confidently calls the best solution in the market today. ...
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4 months ago
22 minutes

The First Customer
The First Customer - Built Like a Startup, Written Like a Mission with Founder Gregory Shepard
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 entrepreneurs. This led to both the book and his plat...
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4 months ago
25 minutes

The First Customer
The First Customer - Reinventing APIs for Legacy Systems with DreamFactory CEO Terence Bennett
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 Google helped him discover his strength in thinking outside the box....
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5 months ago
24 minutes

The First Customer
In this episode, I was lucky enough to interview Sean Heberling, founder and CEO of Marion Street Capital. From buying up newspaper routes as a kid in Rochester, New York, to hiring friends and building a mini “paperboy empire,” Sean’s early ventures taught him how to scale, manage people, and spot opportunity. Those same instincts followed him through a 20-year career in hedge funds and later into academia as a finance professor at Villanova University, where he rediscovered his passion for...