- Published On: September 14th, 2026On this episode, Matt Naylor is joined by Amber Hickman, co-founder of Hickman & Knox, to discuss her journey from healthcare administration and national brokerage firms to building an independent benefits firm focused on creative,…
- Published On: August 27th, 2026Matt Naylor is joined by Heather Reimer, Vice President of Key Accounts at Gallagher, to discuss her journey through nearly every corner of the healthcare industry—from provider billing and credentialing to third-party administration and employee…
- Published On: August 13th, 2026Matt Naylor sits down with Kevin Reid, SVP of Crumdale Specialty’s Stop Loss & Sales Operations, to discuss the evolving stop loss insurance market and why employers need to think beyond price when designing self-funded…
- Published On: July 24th, 2026Matt Naylor is joined by Rich Wipperfurth, Chief Growth Officer at WelldyneRX, to discuss his unconventional journey from county social worker to healthcare executive and how that experience shaped his passion for improving patient outcomes.…
- Published On: July 24th, 2026On this episode, Matt Naylor is joined by Santosh Vallabhaneni, co-founder and CEO of Rovi Health, to discuss how AI, clinical data, and personalized care navigation can transform the healthcare experience for employers and their…
- Published On: July 24th, 2026Matt Naylor sits down with Ben Inabinet, Head of Sales, TPA & Enterprise at Crumdale Specialty, to discuss his journey from workers’ compensation technology and predictive analytics to helping redefine the future of third-party administration.…
- Published On: June 18th, 2026Matt Naylor sits down with Chris Wilson, President of Healthcare Highways, to discuss his journey from entrepreneur and benefits advisor to leading one of the healthcare industry’s most innovative network organizations. Chris shares how lessons…
- Published On: June 5th, 2026Matt Naylor sits down with Rob Adams, CFO of Crumdale Specialty, to trace the arc of a career built on persistence, differentiation, and calculated risk. Rob opens up about his early inflection points—switching from public…
- Published On: May 15th, 2026Matt is joined by Shawn Kanungo, who shares his perspective on why AI is one of the most transformative technologies of our time and how it will reshape every industry. He explains that success in…
- Published On: May 15th, 2026Matt is joined by Rod Strata Jr., who shares his journey from cold-calling medical supplies and college recruiting to leading benefits strategy at GDK. He explains how those early experiences built resilience and shaped his…
- Published On: May 15th, 2026Matt is joined by Buzz Hannum Jr. and Tonya Crawford, who share their journeys into the insurance and healthcare space and how they came together at Crumdale Specialty. Buzz started on the broker side, developing…
- Published On: May 15th, 2026Matt is joined by Eric O’Brien, who shares his journey from aspiring professional lacrosse player to founding Mosaic Employee Benefits after recognizing the disruption coming with the Affordable Care Act. Drawing on his experience as…

