Mike Boshardy
CEO & Founder, Medicare Attorney, and Licensed Medicare Advisor

Meet Mike
Mike started The Pocket Protector to fix health insurance. He believes that when people can see all their options clearly — and get advice that isn't shaped by agent commissions — they'll pick the plan that's truly best for them. And when enough people do that, insurers have to compete on coverage and benefits, not on what they pay agents.
The Pocket Protector spent years building technology that gives you expert-level advice without phone calls or shopping around. It shows you every option and recommends the one that's mathematically the best fit — for you, not for an agent.
Mike is a licensed attorney and Licensed Medicare Advisor with over ten years of experience in Medicare law, compliance, and benefits. He understands not just the plans, but the rules behind them and the fine print most people never read. His goal: make sure you get every benefit you're entitled to and know how to use your plan fully.
Outside of work, Mike supports the Joffrey Ballet and pediatric healthcare research, and funded a data analytics core at Lurie Children's Hospital in Chicago in honor of Liz Cleveland.
Areas of Specialization
How Mike Works With Clients
Where It Matters Most
A Medicare Attorney in Your Corner
Most Medicare advisors know plans. Mike knows the law behind them. When a client's situation involves guaranteed issue rights, enrollment timing disputes, appeals, or coordination of benefits across multiple programs, his legal background means he can navigate the regulatory landscape — not just recommend a plan.
Every Recommendation
Plans Built on Fit, Not Guesswork
Every plan recommendation starts with the client's doctors, prescriptions, and budget. Mike maps doctor networks, drug formularies, cost structures, and benefit gaps to arrive at the optimal plan. Clients keep their coverage at high rates because the recommendations are built on data and tailored to their specific situation.
Advice You Can Trust
Every Option on the Table, Not Just the Profitable Ones
Commissions vary by plan, and most Medicare advice quietly reflects that. Mike built The Pocket Protector so it doesn't. Clients see every option available to them and get the recommendation that's mathematically the best fit for their doctors, drugs, and budget — regardless of what it pays.
Licensed States
Licensed in 48 states + DC
Carrier Appointments
License Verification
National Producer Number (NPN)
21126942
Education & Credentials
- JD — University of Wisconsin Law School
- Medicare Attorney & Senior Advisor — The Pocket Protector
- VP Legal & Chief Compliance Officer — Advantmed
- Associate Counsel — GoHealth
Ready for a Smarter Medicare Plan?
Get a free, no-pressure plan review from Mike. No spam, no call centers — just personalized guidance from a Medicare attorney who knows the law, the plans, and the fine print.
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