explore/
59 pages · Updated July 26, 2026
Pages
- 2024 Year in Review: A Year of Better Healthcare Choices
- COBRA Is Your Most Underleveraged Service Line — How Benefits TPAs Can Change That
- How COBRA Is Quietly Driving Up Healthcare Costs for Self-Insured Employers
- Why Proactive Medicare Support Delivers ROI
- COBRA’s Mid-Life Crisis Hits at 39
- What HR Can and Can’t Say About Medicare (Without a License)
- The Captive Blind Spot at the Exit Door
- The True Cost of Offboarding: A Look Beyond the Last Paycheck
- The Future of Healthcare: Finding Your Place in the Medical Revolution
- Buyouts vs Layoffs: A Complete Guide to Workforce Reduction Options
- The Rise of Revenge Quitting: Why Employees Are Taking a Stand in 2025
- AI in Employee Benefits: From Chatbot Curiosity to the Most Important Decision Your Departing Employees Will Ever Make
- "Our Plan Is Too Rich. They'll Always Choose COBRA."
- How Self-Funded TPAs Can Help Clients Reduce COBRA Claims Exposure
- How to Update Your Severance Policy Without the Drama: A Practical Guide
- Benefits Consultants, the 2027 Renewal Math Is Already Brutal. Here Are the Two Levers That Actually Move the Number.
- The Hidden Costs of Poor Employee Offboarding
- Your COBRA Subsidy Is Costing You Double. Here's the Fix.
- COBRA Administrators: From Compliance Vendor to Strategic Partner
- A When Story - Meet Nicole
- The Salary Number Everyone Sees. The Health Insurance Gap Nobody Talks About.
- COBRA Is a Known Underwriting Problem. When Is the Solution Carriers Haven't Had.
- How PEOs Are Turning Offboarding into a Competitive Edge
- The Story of When: Two neighbors' mission to fill America's Healthcare Gap.
- Why Our Agents Don't Work on Commission
- Americans Are Rationing Medicine to Afford Health Care. Employers Can't Look Away.
- What is Health Insurance?
- What is COBRA?
- Client Saved $1.4M in 3 Months with When’s Workforce Transitions Platform
- The Birth of When
- Picking Insurance Plans with When
- When Blog: COBRA, Medicare & Workforce Transitions
- COBRA Qualifying Events: The Full List Beyond Layoffs
- Your Aging Workforce Is a Benefits Cliff. Here's the Data.
- The Best Cost-Containment Solution Is the One You Can Implement the Fastest
- Advisory Firm vs. Licensed Agency: Who Can Actually Enroll?
- It's Not If, It's When: Build Your Off-Boarding Plan Before You Need It
- Contact When: Schedule a Demo or Get in Touch
- Tom Cox - When - The AI Workforce Transitions Platform
- Carly Keller - When - The AI Workforce Transitions Platform
- PEPM Is Predictable. Utilization Is Aligned. Why We Offer Both.
- When Partners with Iowa State University, Helping Graduates Navigate Health Insurance | When
- When CEO Andy Hamilton Featured in "All the Cool Girls Get Fired" | When
- P&A Group Partners with When to Deliver Healthcare Transition Support for Employer Clients | When
- When Raises $10M Series A: Building the Bridge Across America's Healthcare Gap | When
- When Welcomes Tara Conger to Board of Directors | When
- Brook West Joins When as Chief Revenue Officer | When
- Andy Hamilton - When - The AI Workforce Transitions Platform
- Press & News | When
- COBRA Savings Calculator for Employers | When
- When Named Most Innovative at isolved Connect for Partners 2026 | When
- Brook West - When - The AI Workforce Transitions Platform
- Jeremy Leon - When - The AI Workforce Transitions Platform
- In Fast Company: Why Leaders Shouldn’t Blame Layoffs on AI | When
- Patrick Koeller - When - The AI Workforce Transitions Platform
- In HR Tech Cube: The Medicare Transition Employers Can’t Ignore | When
- Dan Wertheimer - When - The AI Workforce Transitions Platform
- On the Podcast: Andy Hamilton Talks COBRA, AI, and Building When | When
- About When: The Team Behind the Platform