15 Years Helping People Choose Coverage Confidently
We're an independent agency — not tied to any one carrier — so our advisors recommend what actually fits your life, your family, and your business.
We started Old Line Health Maryland because health insurance should never be this hard.
In 2010, our founder watched his sister — a self-employed graphic designer in her early 30s — spend three weeks trying to understand her health insurance options after losing her job. Three weeks. Dozens of confusing websites, conflicting information, and zero guidance from people who actually understood the system.
She eventually gave up and went uninsured for eight months. Four months later, she was in the emergency room with appendicitis. The bill was $34,000.
That's the story that built Old Line Health Maryland. We created this agency because navigating health insurance is genuinely difficult — and it shouldn't require a law degree to understand your options.

What makes us different
To make quality health coverage accessible, understandable, and affordable for every American — individual, family, or business — through honest, expert guidance and a service that costs you nothing.
Our values
Licenses & credentials
Old Line Health Maryland is licensed to sell health, dental, vision, life, and supplemental insurance in all 50 states. Our agents are appointed with all major carriers including:
We Work for You,
Not the Insurance Company
As an independent agency, we represent you — not any single carrier. That means unbiased advice, transparent recommendations, and plans chosen to serve your best interest.
100% Independent & Unbiased
We're not owned by any insurance company. We shop across 50+ carriers to find your best match — no hidden agendas, no preferred plans.
Our Service is Free to You
Carriers pay us when you enroll, so our advice and plan comparisons cost you absolutely nothing. You pay the same — or less — than buying direct.
A Dedicated Agent for Life
Your personal Old Line Health Maryland advisor stays with you year over year — reviewing your plan, handling claims issues, and being there when life changes.
Fast, Simple Enrollment
Most clients are enrolled within 48 hours. Our streamlined digital process means no stacks of paperwork and no waiting weeks for coverage to begin.
Marylanders Who Got Coverage
They Could Actually Count On.
Real conversations from federal workers, Baltimore business owners, and Eastern Shore families.
I'm a federal employee in Bethesda and assumed FEHB was the only option I'd ever need. Old Line Health Maryland did a side-by-side with a CareFirst Maryland marketplace plan and showed me how my Johns Hopkins endocrinologist would actually be better covered on the MD plan — and we saved enough to fund my HSA. No pressure. Just honest math.
Priya R.Federal Analyst · Bethesda, Montgomery County
We're a 12-person creative shop in Hampden, and group health was a nightmare every renewal. Mike at Old Line walked us through CareFirst vs. Kaiser line by line for our specific team — half live in the city, half in Towson and Catonsville — and built us a hybrid setup that nobody else offered. Two of our hires said the benefits package is why they signed.
Devon M.Co-Owner · Hampden Creative Studio, Baltimore
Crab season is unpredictable and our income jumps around. The advisor knew immediately we'd qualify for Maryland Medical Assistance for the kids and a subsidized CareFirst plan for me and my husband. She filed everything with MD Health Connection so we wouldn't lose the Medicaid piece. We've been with the same waterman families on Tilghman for four generations — she gets it.
Carleen H.Waterman Family · Tilghman Island, Talbot County
