Born from a love of honest guidance and Florida Gulf Coast living
Insurance Shack started with a simple belief: Medicare doesn't have to be complicated. Choices built this agency to bring clarity, directness, and a relaxed beach vibe to every conversation.
The people behind Insurance Shack
Choices and his Team bring honesty, local expertise, and a relaxed approach to Medicare planning. We're here to make your decision simple. We are a family business with a love for Florida Gulf Coast and our proud to call it Home.
Owner and Medicare Specialist
Choices Smith
Choices established Insurance Shack with a clear and unwavering purpose: to deliver honest, transparent Medicare guidance to residents along Florida's Gulf Coast. He is deeply committed to direct communication and to identifying coverage solutions that are thoughtfully aligned with each client's individual needs and circumstances. With more than 25 years of experience working within and alongside the insurance industry, Choices brings a level of expertise that is both broad and deeply informed. His professional background includes 12 years with Sears Auto Centers and over a decade in Collision Center General Management — positions that refined his understanding of insurance operations, client representation, and the delivery of consistent, results-driven service. Clients who choose to work with Choices gain more than an insurance agent. They gain a knowledgeable advocate who understands how to navigate complex systems, communicate with clarity, and secure the coverage they have earned and deserve.
Honest guidance. Personal service. Your best Medicare fit.
We know Medicare can feel like a lot — but it doesn't have to be. At Insurance Shack, we're here to make it simple, helping you find a plan that fits your life, your medications, and your budget. No pushy sales tactics, no confusing jargon — just friendly, honest guidance from a team that genuinely cares about getting it right for you.
Real People, Real Results With Medicare
Insurance Shack clients find the right Medicare plans and gain peace of mind through straightforward, honest guidance.
Choices made Medicare simple. No confusion, no pressure. He listened to what I needed and found a plan that actually fits my life and budget.
Margaret T.
Medicare beneficiary
I was overwhelmed by all the options until I talked with Insurance Shack. They explained everything clearly and answered every question I had without rushing.
Robert K.
Tarpon Springs resident
The personal touch makes all the difference. They treated me like family, not just another customer. That's rare with insurance companies.
Patricia M.
Medicare beneficiary
I appreciated their honesty. Choices didn't try to sell me the most expensive plan. He recommended what actually made sense for my situation.
James D.
Medicare beneficiary
Growing trust in the Florida Gulf Coast
Insurance Shack is just getting started, but we're building a reputation for honest Medicare guidance and real relationships with every client.
100%
Direct guidance
No confusing jargon. We explain Medicare plans in plain terms so you know exactly what you're getting.
1:1
Personal consultation
Choices and his Team work with you one-on-one to find the plan that fits your needs and budget.
2
Dedicated team
A family-owned business built on honesty. Your Medicare questions get real answers, not sales pitches.
Timely
Response time
We get back to you quickly. Your questions matter, and we treat them that way.