Leta Ensign — Licensed Insurance Agent at Medicare Caddies

Licensed Medicare Caddie

Leta Ensign

Licensed Insurance Agent

Recent retiree and mom of two who has lived every step of the Medicare paperwork herself.

Turning 65Medicare AdvantageAnnual ReviewsSnowbirds
States licensed
Multiple states — ask for current list
Languages
English

Biography

About Leta

Leta is a recent retiree herself, which turns out to be a serious advantage when helping other retirees figure out Medicare. She's lived the paperwork, the birthday letters, and the enrollment windows — all of it, in real time.

As a mother of two daughters, she treats every Medicare conversation the way she'd want someone to treat her own family: unhurried, respectful, and honest about the tradeoffs. Nobody feels rushed on Leta's calls.

In their own words

Why I became a Medicare Caddie

"I went through Medicare recently. It shouldn't feel like a rushed sales pitch, and I make sure it doesn't for the people I work with."

My approach

How I work with clients

Unhurried, honest about the tradeoffs, and always willing to say 'let's sleep on it' if the decision doesn't feel right that day.

Who I love helping

The people I do my best work for

Fellow recent retirees, snowbirds who split time between states, and anyone who's been rushed by a call-center agent.

Favorite part of the job

What keeps me coming back

Meeting people who thought they'd have to figure this out alone — and realizing on the call that they don't.

Fun fact

A little about Leta off the clock

Just went through Medicare enrollment myself, so nothing on the paperwork surprises me anymore.

🏌️ Leta's Caddie's Tip

"No one should feel rushed through a Medicare decision. If a review feels like a sales pitch, that's your cue to slow it down."

Ready to work with Leta?

No pressure, no scripts — just a plain-English walkthrough of what fits your situation.

Medicare Caddies is an independent insurance agency. We are not affiliated with, endorsed by, or connected to the U.S. government, the federal Medicare program, or the Centers for Medicare & Medicaid Services (CMS). We help compare Medicare Advantage plans from the insurance companies we represent, and we don't offer every plan available in your area.