### Tom Cox

### Channel Sales Manager

Tom Cox is Channel Sales Manager at When, where he focuses on building strategic partnerships with TPAs, Health Plans, and COBRA administrators to modernize workforce transitions through AI-powered solutions. With over 20 years of experience in benefits administration technology, Tom has built a career architecting and scaling channel sales programs that drive revenue and accelerate market penetration. His background includes leadership roles at WEX Health, Alegeus, and other healthcare technology companies. Tom specializes in translating complex technology into clear business value and is passionate about how AI is transforming HR functions, benefits technology, and the employee benefits experience.

Insight  
  
May 21, 2026  
  
**The Captive Blind Spot at the Exit Door**  
  
  
  
Tom Cox](/content/explore/blog/captive-insurance-blind-spot-at-exits/index.html)

Insight  
  
May 19, 2026  
  
**Benefits Consultants, the 2027 Renewal Math Is Already Brutal. Here Are the Two Levers That Actually Move the Number.**  
  
  
  
Tom Cox](/content/explore/blog/levers-brokers-can-pull-during-renewals/index.html)

News  
  
Apr 8, 2026  
  
**P&A Group Partners with When to Deliver Healthcare Transition Support for Employer Clients**  
  
  
  
Tom Cox](/content/explore/blog/p-a-group-partners-with-when/index.html)

Insight  
  
Mar 17, 2026  
  
**AI in Employee Benefits: From Chatbot Curiosity to the Most Important Decision Your Departing Employees Will Ever Make**  
  
  
  
Tom Cox](/content/explore/blog/ai-in-employee-benefits/index.html)

Insight  
  
Mar 2, 2026  
  
**COBRA Is a Known Underwriting Problem. When Is the Solution Carriers Haven't Had.**  
  
  
  
Tom Cox](/content/explore/blog/cobra-is-a-known-underwriting-problem/index.html)

Insight  
  
Jan 20, 2026  
  
**How Self-Funded TPAs Can Help Clients Reduce COBRA Claims Exposure**  
  
  
  
Tom Cox](/content/explore/blog/how-self-funded-tpas-can-help-clients-reduce-cobra-claims-exposure/index.html)

Insight  
  
Jan 20, 2026  
  
**COBRA Is Your Most Underleveraged Service Line — How Benefits TPAs Can Change That**  
  
  
  
Tom Cox](/content/explore/blog/cobra-is-your-most-underleveraged-service-line-%E2%80%94-how-benefits-tpas-can-change-that/index.html)