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About Us

Understand Your Insurance Options — With Jack by Your Side

50+ Years of Experience Never Looked So Good.

Jack Powell brings decades of experience in the insurance industry, guiding individuals, families, and businesses through every stage of coverage with clarity and confidence. Having worked across multiple carriers and plan types, he’s seen firsthand how the right policy can protect what matters most — and how the wrong one can create unnecessary stress. As an independent broker, Jack combines deep industry knowledge with a personal, down-to-earth approach, helping clients cut through the fine print and make smart, informed decisions about their insurance.
Explore Our Plans

Who Is Jack Powell

Jack Powell is a seasoned independent insurance broker with extensive experience helping people understand, select, and feel confident in their coverage. Over the years, he’s worked with countless families, retirees, and small business owners to ensure they’re protected from life’s unexpected turns — without the confusion that often comes with traditional insurance sales.

For Jack, insurance isn’t about selling a product — it’s about empowering people with knowledge. He takes the time to explain policies in plain English, answer every question, and guide clients toward coverage that truly fits their lifestyle and goals.
Why Talk with Jack?
Jack started Know Jack Insurance with one mission in mind: to make insurance simple, transparent, and human again. After years in the industry, he noticed too many people felt overwhelmed or misled when shopping for coverage. Jack wanted to change that — by building a service focused on clarity, trust, and education.
The Know Jack Difference
What sets Jack apart is his personal touch. Every client conversation starts with listening — understanding your situation, goals, and concerns before recommending anything. He takes pride in being approachable, honest, and always available when you need guidance.
Our Services

Jack of All Insurance - Master of Medicare

Medicare Advantage Plans

Comprehensive Medicare Advantage plan selection and enrollment. Jack represents most plans available in St. Petersburg, ensuring you get the best coverage for your needs and budget.

Medicare Supplements

Expert guidance on Medigap policies to fill the gaps in Original Medicare. Get the additional coverage you need with personalized recommendations.

Life Insurance

Protect your family's financial future with term and whole life insurance options. Jack helps you find affordable coverage that fits your family's needs.

Individual Health Insurance

Individual and family health insurance plans for those not eligible for group coverage. Navigate the marketplace with expert guidance.

Frequently Asked Questions

Please reach us at jackpowell7341@gmail.com if you cannot find an answer to your question.

Why is insurance so confusing?

Because it’s written to be. Between all the terms, coverage levels, and fine print, it’s easy to feel lost before you even get started. Jack’s job is to translate all that into plain English — cutting through the noise so you actually understand what you’re signing up for, and why it matters.

If you’re not sure, you’re not alone. Most people either overpay for things they don’t need or find out too late that they’re undercovered. Jack helps you review what you have, identify the gaps, and find the balance between protection and affordability — so you can stop guessing and start feeling secure.

Not even close. Different companies, plans, and policy types can vary widely in what they actually cover. As an independent broker, Jack compares multiple carriers to find what fits you, not what fits a corporate quota. It’s about smart coverage, not cookie-cutter policies.