Tom DiLiegroTom DiLiegro is a consultant and the owner of Benefits Advisors of Charleston, which focuses on conquering unique challenges for small businesses with creative compensation strategies.

Paul Wilson: How did you get your start in the benefits industry?

I went to business school, but I always had an eye on health care. After college, I decided to merge my interests in health care science with my newfound business knowledge. At that time, in Massachusetts (where I’m from), they were doing their 2006 state reform and I was reading the Wall Street Journal and said, “There it is. That’s exactly what I want to do.”

After a couple of years working at a TPA, my first job in the business, I had to learn through trial and error that health care and benefits isn’t just about the money. And then the practical knowledge I learned from being on the ground and learning from employers combined with working with Kevin Trokey and Wendy Keneipp at Q4. They introduced me to people like Simon Senek and Patrick Lencioni, Jim Collins’ “Good to Great” and “How the Mighty Fall.” I learned it’s about the people. You have to have the financial part, but we’re dealing with people. That should be the focus in any part of society, not just in business.

Complete your profile to continue reading and get FREE access to, part of your ALM digital membership.

Your access to unlimited content isn’t changing.
Once you are an ALM digital member, you’ll receive:

  • Critical information including cutting edge post-reform success strategies, access to educational webcasts and videos, resources from industry leaders, and informative Newsletters.
  • Exclusive discounts on ALM, BenefitsPRO magazine and events.
  • Access to other award-winning ALM websites including and

Already have an account?

Paul Wilson

Paul Wilson is the editor-in-chief of BenefitsPRO Magazine and He has covered the insurance industry for more than a decade, including stints at Retirement Advisor Magazine and ProducersWeb.

More from this author



Join BenefitsPRO

Don’t miss crucial news and insights you need to navigate the shifting employee benefits industry. Join now!

  • Unlimited access to - your roadmap to thriving in a disrupted environment
  • Access to other award-winning ALM websites including and
  • Exclusive discounts on and ALM events.

Already have an account? Sign In Now
Join BenefitsPRO

Copyright © 2023 ALM Global, LLC. All Rights Reserved.