Published On: April 9th, 2026Matthew Naylor interviews Joe Hessling, CFO of Parcels, about his career in finance and the challenges of managing healthcare costs for a growing, people-focused business. Joe shares how years in the fully insured market led…
Published On: April 9th, 2026Matthew Naylor interviews Ryan Hanratty of Swingle Collins, who shares how his path from professional golf into employee benefits shaped his work ethic and approach to business. He explains how resilience, discipline, and learning from…
Published On: April 9th, 2026Matthew Naylor interviews Don Gasparro, who shares his journey from aspiring teacher to actuary and eventually to building and scaling a major stop loss insurance business. After early roles at Aetna and in consulting, Don…
Published On: April 9th, 2026Matthew Naylor interviews Jeramie Holt, director of employee benefits at FNIC, about his path from car sales into the insurance world and how he helped build FNIC’s presence in Colorado. Jeramie shares how his early…
Published On: April 6th, 2026Matthew Naylor interviews Judy Young, who leads the employee benefits department at Dean and Draper, about her journey into the insurance and benefits space and the evolving challenges within healthcare. Judy shares how she worked…
Published On: February 10th, 2026Building a Culture of Alignment, Innovation and Trust From Day One ft. Jake Willcox and Brian McTear
On this episode of Alignment for Impact, Matthew Naylor sits down with Crumdale Specialty founding partners Jake and Brian to reflect on the journey of building a company rooted in alignment, culture, and long term…
Published On: February 10th, 2026On this episode of Alignment for Impact, host Matthew Naylor sits down with Kelly Brady to explore what it really means to move from transactional insurance brokerage to true healthcare consulting. Kelly shares his path…
Published On: February 10th, 2026On this episode of Alignment for Impact, host Matthew Naylor sits down with Jim Andrews to unpack a career shaped by grit, loyalty, and an athlete’s mindset. Jim traces his journey from growing up in…
Published On: February 10th, 2026In this episode of Aligned for Impact, Matt Naylor is joined by Angie Martinez of Dean and Draper to discuss her nearly three decade career in employee benefits and what it takes to advocate for…
Published On: February 10th, 2026In this episode of Aligned for Impact, Matt Naylor sits down with Justin Burgess to explore how resilience, service, and transparency shape effective leadership in healthcare. Justin shares his journey from growing up in a…
Published On: February 6th, 2026In this introductory episode, host Matthew Naylor explains that Aligned for Impact focuses on the idea that meaningful results happen when people, purpose, and performance are aligned. He shares how growing up with dyslexia, competing…
