
David Hill
Founding Managing Member
Legacy365 Insurance is a nationwide Medicare field marketing organization built by agents, for agents. If you love the work, we'll give you the leads, the training, and the back office to grow a book worth passing down.

What you get
Street-level and above with production-based renewals that compound. No caps, no clawback games.
We invest in lead generation so you invest your time in kitchen-table conversations, not cold outreach.
Top-rated Medicare Advantage, Med Supp, PDP, and ancillary carriers — with the freedom to write what's right for your client.
Weekly product deep-dives, sales roleplay, and CMS-compliant certification support.

Our people
We're field agents ourselves. That means when you have a carrier question at 4:47pm on an enrollment day, someone who has been in the seat is going to answer.
Leadership
Three operators who have spent their careers building agents, agencies, and the systems that let insurance professionals thrive.

Founding Managing Member

Founding Managing Member

Founding Managing Member
For Medicare beneficiaries
Find a licensed agent in your state, see what they specialize in, and book a meeting on their calendar — no cost, no obligation.
Apply now and a recruiter will reach out within two business days to set up an interview or informal meet & greet.