The AI Boom Runs on Handwritten Tickets
E329 • Sep 29, 2026 • 57 minsIron Sheepdog’s story starts with paper-heavy workflows inside high-tech chip facilities and a simple problem in construction dispatching: too much time lost to yellow pads, invoicing, and cash flow delays. The episode follows the move from fixing trucking costs from the inside to building a driver app and broker platform that could automate admin work, speed payments, and improve routing with data and AI. It also covers trust, onboarding, fundraising, cofounder pivots, expansion into new markets, and how the company is trying to create real supply chain value for small operators and larger projects alike.
She Built a Global Brand Without a Plan
E328 • Sep 22, 2026 • 59 minsJoin Paula Short as she shares her journey from Ireland to America, transitioning from the beauty industry to the Small Business Development Center (SBDC). She emphasizes the power of saying yes to opportunities and differentiating products, like her creation of Glitter Lips. Paula discusses business development challenges, from initial excitement to exhaustion, and the reality of selling a business. She highlights abundant resources in Hampton Roads and admires American scenery. The episode explores cultural experiences in Ireland, post-sale identity crises, and finding new purpose, concluding with Paula's love for American foods.
Pain Is Your Greatest Superpower
E326 • Sep 15, 2026 • 61 minsGreg Tomchick shares his journey from high school locker negotiations to founding Valor Cybersecurity, highlighting his transition from baseball to the world of cybersecurity. He discusses identifying market fit, helping defense contractors, and navigating the challenges of pricing and stress management. Greg emphasizes the importance of building confidence, overcoming overthinking, and seeking clarity through asking questions. He reflects on personal growth, finding peace, and realizing the intrinsic value in business beyond material success. The episode explores the power of vulnerability in business relationships and the future of cybersecurity with AI, concluding with a nod to Hampton Roads' signature food and drink.
The Goal Isn’t to Own the Business Forever
E326 • Sep 8, 2026 • 60 minsJoe Benedetto shares his journey from leading a family recycling business to planning for retirement. He discusses his decision to sell the business and the challenges faced in the recycling industry, from evolving processes to understanding the commodity market. Joe highlights the role of technology and AI in waste management and addresses common misconceptions about recycling. He reflects on family business dynamics, the value of networking, and the impact of health challenges on business decisions. The episode explores hiring challenges in blue-collar jobs, the financial realities of retaining talent, and finding purpose post-retirement. Joe also shares insights into regional cuisine and popular drinks during family gatherings.
When Did $40 Million Stop Being a Win?
E325 • Sep 1, 2026 • 62 minsBuilding something meaningful and building something massive don't have to be opposing goals. Adam Alphin, founder and CEO of KleerCard, joins The Fervent Four to talk about building a company on his own terms while still thinking big about where it can go. KleerCard has grown to more than 1,250 customers while taking a deliberately disciplined approach to outside capital. Adam shares why the company raised as little as possible early on, what he learned from six years at Coupa and why founders can get a distorted view of success when every story they see is about the next massive valuation or billion-dollar exit.
HE HIT #1. THEN FOUND A BETTER WAY TO WIN | Canaan Smith
E324 • Aug 25, 2026 • 65 minsCanaan Smith joins the conversation, sharing insights into his journey from songwriter to performer and his experiences on The Amazing Race. He discusses the importance of his Virginia roots and the transition to a Nashville songwriter's life. Canaan reflects on overcoming creative blocks, achieving his number one hit "Love You Like That," and the pressures of success. The discussion touches on leaving Mercury Records, the impact of COVID-19, and finding happiness beyond music. Canaan emphasizes the balance between career and family, handling stage fright, and embracing imperfection. The episode also explores building a fan base in the social media age, the benefits of living in Nashville, and Canaan's favorite regional food spot in Williamsburg.
What Nobody Tells You About Success, Confidence and Retirement
E323 • Aug 18, 2026 • 38 minsPaul Hirschbiel discusses the cycles of the startup community and the importance of regional identity in fostering growth. He highlights the impact of $150 million invested over a decade and the importance of quality programming for local companies. The conversation delves into identifying potential unicorns and the necessity of a regional focus. Paul emphasizes enhancing storytelling for local companies and the significance of relationships. He reflects on the pandemic's impact on personal circles, finding purpose in retirement, and the role of leadership and mentorship. The episode also touches on unconventional beliefs, AI's impact, and favorite regional foods, concluding with gratitude and closing remarks.
He Bet $3 Million on Dell Before Anyone Knew It Would Work
E322 • Aug 11, 2026 • 52 minsPaul Hirschbiel shares his extensive journey from personal computing and venture capital to founding initiatives like StartWheel, IHR, and Reinvent Hampton Roads. The discussion highlights investing in Michael Dell and the rise of Dell, exploring traits of successful entrepreneurs and the role of ego in leadership. Paul reflects on Dell's innovative business model, reducing friction in sales, and the balance between personal and venture fund investments. Moving from New York to Virginia, he discusses building a venture firm and his foray into politics, comparing fundraising in business and politics. The episode concludes with advice for aspiring entrepreneurs and the importance of community support in achieving business success.
The Biggest Lie About Blue-Collar Jobs
E321 • Aug 4, 2026 • 64 minsFred Pasquine shares insights into the evolution of Fairlead, highlighting its growth and facility acquisitions since rebranding in 2012. The conversation delves into the significance of blue collar jobs in Hampton Roads and the importance of workforce readiness. Fred discusses innovative ideas for data centers, AI safeguards, and efficiency improvements in the defense industry. The episode touches on the impact of technology since 2012 and the narrative around leadership. Listeners also learn about Fred's passion for roller coasters, his vision for Fairlead's future, and the role of informal meetings in strategic decision-making.
30 Years in Business Taught Him These Hard Truths
E320 • Jul 28, 2026 • 67 minsMarc Marling shares insights from his diverse career, with a background in maritime law and logistics, Marc discusses early work experiences that shaped his work ethic and persistence. The conversation explores the impact of technology on social interaction, leveraging networks, and Marc's Substack series on health. Discussions include David Sinclair's theories on aging, the state of the port and logistics industry, and the future of work with automation and AI. The episode also covers regional cuisine, the decline of malls, and potential infrastructure improvements, concluding with a recap and closing thoughts.
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Jul 21, 2026 • 61 minsWill Boze joins the discussion to delve into the world of spirit-based canned cocktails, sharing the inspiration and branding behind Seven Skies. The conversation explores evolving beverage trends, industry predictions, and the impact of government regulations on quality and innovation in RTD cocktails. Will reflects on his journey into the beverage industry, drawing inspiration from Devil’s Backbone and early canned cocktails. The episode highlights challenges in marketing premium products amid economic uncertainty, the role of AI in cocktail formulation, and the intricacies of production and distribution. Listeners also gain insights into marketing strategies, regional food and beverage influences, and the ongoing debate over the orange crush's origin.
He Built a Business Out of Trash
E318 • Jul 14, 2026 • 58 minsIn this episode, Johnny Bobby discusses his journey from a quiet childhood to founding a successful junk removal business, influenced by his military experience. He shares the origin of his unique name and the importance of networking. The conversation covers the junk removal process, marketing strategies, and customer perceptions. Johnny highlights business growth through Uber and efficient operations, compares industry practices, and explores AI's role in efficiency. The episode also touches on baby boomer retirements, regional food favorites, and potential expansion into food trucks, concluding with Johnny's thoughts on continuous learning and future aspirations.
Why Your Medical Bill Makes No Sense
E317 • Jul 7, 2026 • 65 minsJoin Michael Woodhead as he shares his journey from the hospitality industry to founding Resolve Financial Solutions, emphasizing emotional intelligence in business. Explore perceptions of opportunity in Virginia Beach, the impact of medical bills on bankruptcy, and the complexities of medical billing. As CEO, Michael discusses leadership challenges, open communication, and balancing ego with collaboration. Discover how COVID-19 affected communication, issues in the American medical billing system, and Resolve's patient advocacy. Michael also explores AI's potential in healthcare, offers tips on managing medical costs, and reveals his favorite Virginia Beach foods.
Balancing Innovation, Family, and Business Growth with Lauren Janney
E316 • Jun 30, 2026 • 58 minsLauren Janney shares her journey from the insurance industry to launching the startup CXperks, detailing the challenges and transitions involved. The conversation covers the evolution of CXperks from Magazine Jukebox, the importance of balancing risk and stability, and the role of communication and customer service. Lauren discusses ensuring HIPAA compliance, product development, and capital raising efforts. The episode touches on family business dynamics, hiring processes, and work-life balance. Listeners also learn about teaching entrepreneurship through collectibles, the role of AI, and promoting local businesses in Hampton Roads. The discussion wraps up with community reception and the unique Mexican white sauce of the region.
The Business Model Was Hiding in Plain Sight
E315 • Jun 23, 2026 • 60 minsScott Baxter delves into his journey with Play Your Court, exploring misconceptions about tennis accessibility and the challenges of building a marketplace. He reflects on his background in sports, his college tennis experience, and how lessons from the court translate into business insights. The conversation covers the cost and accessibility of tennis, the company's origin, and its growth trajectory, including international expansion. Scott discusses the importance of content creation, the impact of pickleball, and business pivots driven by customer feedback. The episode also touches on raising investment funds, the role of support groups like EO, and future goals for Play Your Court, alongside personal favorites like local dining spots.
Exploring NASA's Innovations and the Future of Space Exploration
E314 • Jun 16, 2026 • 57 minsJoe Gasbarre joins the conversation to delve into NASA's evolving role and public perception, drawing inspiration from Star Trek. The discussion touches on lunar missions, the Artemis mission, and the State of Innovation event. Joe highlights NASA's challenges in mission testing, recruiting talent, and inspiring future generations for space exploration. The episode explores the potential of moon mining, artificial intelligence, and new industry players. It also covers NASA's partnerships, the excitement of hypersonic travel, and the transition of space tech to everyday life. The conversation wraps up with NASA's goals for lunar permanence, ISS deorbit plans, and the impact of aviation innovations like eVTOL.
The AI Opportunity Most Nonprofits Are Missing
E313 • Jun 9, 2026 • 58 minsNonprofits are being asked to do more than ever with teams that are already stretched thin. But what happens when AI gives mission-driven organizations the capacity to move faster, understand donors better, and spend more time on the relationships that actually drive impact?
How to Build a Business That Lasts for Decades
E312 • Jun 1, 2026 • 55 minsTony Cortinas shares his journey of launching a business before the Great Recession and balancing company building with client work, leading to the founding of Marathon Consulting. He discusses initial workforce growth, and the influence of Metro Information Services on company culture, emphasizing a multi-step interview process. Tony explores AI's impact on consulting, challenges in opening a Richmond office, and plans for geographic expansion. The episode reflects on overcoming growth plateaus, scaling challenges, and Marathon’s evolving partnership structure, alongside the role of food in company culture and future branding milestones.
The Bigger Strategy Behind Pharrell’s Something in the Water
E311 • May 26, 2026 • 61 minsRobby Wells joins this episode to explore his journey from sports to skateboarding, detailing how these experiences shaped his mindset and approach to urban development. He discusses the integration of culture and commerce in cities and highlights the unifying power of music, particularly through events like Something in the Water. Robby emphasizes the importance of encouraging local entrepreneurship, engaging the established business community, and inviting diverse talents. He shares insights on battling systemic doubt, nurturing big dreams, and the potential impact of the festival. The conversation also touches on Newport News, overcoming negativity, using AI for envisioning the future, and enjoying Virginia's local food scene.
Former Navy SEAL on Why Starting a Business Was Harder Than SEAL Training
E310 • May 19, 2026 • 60 minsNick Rocha shares his journey from joining the military to becoming a Navy SEAL, detailing the rigorous process and challenges faced along the way. He reflects on life at sea, deployment experiences, and the influence of SEAL media presence while emphasizing the importance of operational security. Drawing parallels between SEAL teamwork and business, Nick discusses transitioning to civilian life and founding Queen’s Green CBD. The conversation touches on veteran mental health, the Quick Reaction Friends program, and integrating military principles into business. Nick highlights Austin's cultural and business environment, shares plans for Neptune Shield's expansion, and appreciates Hampton Roads' unique food culture.



