Kevin & Greg LIVE at the Port

In this episode, the guys sit down with financial consultant Andrew Howrigan for a conversation about what it really takes to build, protect, and grow wealth as a business owner. Andrew shares how growing up in his family’s maple syrup business shaped his relentless work ethic before diving into the financial lessons he now brings to entrepreneurs from properly structuring operating agreements and buy-sell arrangements to preparing for the unexpected with insurance, estate planning, and risk ...

In this episode, the guys sit down with Dustin Miller to break down how the digital marketing landscape is changing for watersports, tours, and activity operators. They dive into the rising cost of Google Ads, declining ROAS, the growing influence of platforms like Meta and TikTok, and why relying too heavily on Google or OTAAs can put serious pressure on your margins. Dustin shares practical strategies for combining paid advertising, organic content, CRM automation, and customer retention to...

In this episode, the guys sit down with Kyle Reed, founder of Stannect, to dive into how automation, CRM systems, and smarter technology can help watersport and tourism operators scale their businesses without adding more manual work. The conversation explores why traditional reservation systems often fall short when it comes to customer communication, upsells, follow up, and sales automation, and how CRMs and open API integrations can fill those gaps. Kyle also shares his perspective on refe...

In this FTA (From the Archives) episode, the guys sat down Kenny Hilderbrandt, founder of RentAboat.com, for an in depth conversation about the legal, operational, and insurance challenges facing the boat and watersports rental industry. Kenny shares his experience operating marinas in New York and Florida while explaining the differences between bareboat charters and livery operations, how liability laws impact rental businesses, and why insurance continues to be a major concern for operator...

In this episode, the guys sit down with Bruce Rosard, Co-Founder of Arival. They dive into the biggest challenges and opportunities facing water sports operators today, coming straight out of Arival 2026 in Spokane. Kevin, Greg, and their guests discuss the growing influence of OTAAs like Viator and GetYourGuide, the importance of protecting margins and owning the customer relationship, and why building a strong direct to consumer sales strategy is more critical than ever. They also explore t...