The H.I.T. Podcast

The H.I.T. Podcast


Is Your Benefits Plan a “Double-Dip” Scheme? | A HIT-chat with Alden Bianchi

November 10, 2025

There are a lot of plan designs out there that promise tax advantages, cost savings, or “creative” ways to structure benefits… but not all of them are compliant. Some are even double-dipping schemes that can create major legal and financial risk for employers.


So we brought in someone who actually knows this space at the highest level: Alden Bianchi — a nationally-recognized employee benefits attorney who:

  • Testified before the U.S. Senate Finance Committee during the development of the ACA
  • Served as Mitt Romney’s outside counsel on the Massachusetts health care reform law
  • Helped shape the very framework that became the Affordable Care Act


Yeah… he knows a thing or two.


In this episode, we break down:

  • Where employers get into trouble
  • How these “tax-advantaged” plan designs really work
  • What not to do
  • How to evaluate whether your plan is actually compliant


Clear, practical, and a must-watch for HR, consultants, CFOs, and anyone touching employee benefits strategy.