Kurt Whittleton grew up at Classic Party Rentals—washing dishes, making deliveries and installing tents before stepping into leadership. Now, with his parents retired, he’s carrying their nearly 30-year legacy forward.

In Season 2, Episode 9, Kurt joins Ray and Davis to discuss earning his crew’s respect, building a dependable leadership team and growing the business through new tents, RFID technology and restroom trailers. He also shares two lessons that continue to guide him: get your hands dirty, and remember that your network is your net worth.

Morgan Shirley joins Pitchin’ Tents to share how she and her husband, William, grew Cypress Tents & Events in Baton Rouge from the “Crawfish Boil Starter Pack” into a fast-growing, design-focused rental company in less than three years.

Morgan discusses how their COVID-era wedding helped plant the seed for the business, how her background as a therapist shapes the way she leads employees and serves stressed clients, and the challenges of raising a family while building a company with her spouse.

The conversation also covers servant leadership, hiring for attitude, investing in quality equipment, and the changing trends shaping the event rental industry.

Jeff Holloway joins Ray and Davis to talk about going from dairyman and cowboy to running successful tent rental operations in Georgia and Texas. They cover Macon Tent Rentals, high-end weddings, working with planners, building reliable crews, structured and sailcloth tents, trade shows, and what it takes to stay persistent in the event rental industry.