Accurate Personalized Medicare Advice Without Getting on the Phone
The Pocket Protector is a smart, easy to use Medicare virtual assistant. Our interactive guide walks you through every Medicare decision step by step — asking about you, then personalizing a plan just for you, and clearly explaining the why behind every recommendation.
Want to learn more?
Digitizing the $33-billion Medicare enrollment opportunity.
Our Technology: Making Medicare Simple
The Pocket Protector brings together doctor lookup, plan shopping, and prescription checks into one guided experience. TPP walks you through each step, then clearly shows you which options which option is the right fit for you and why.
Doctor Lookup

Plan Shopping

RX Lookup

Our Team
Experienced team with deep industry experience and success

Jarret DiToro — CPO
Prior public & private CMO driving innovative growth of the largest publicly traded Medicare agency.

Michael Boshardy — CEO
Medicare attorney & compliance specialist.

Joe Wald — COO
Ten-year Medicare operator; built and ran high-throughput digital funnels for multiple agencies.

Patrick Kahn — CTO
Serial architect of AI-powered products; computer-science background and successful prior founder.
Collectively, we’ve built and scaled some of the most successful Medicare platforms in the U.S. — now we’re automating that expertise.
Comming Soon
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No spam, no calls - just smarter Medicare.
