About The Team

Skillman Insurance Partners is a second-generation, family-run insurance agency based in Downtown St. Petersburg.

We specialize in providing personalized, local support for health, life, Medicare, and employee benefits. Our mission is simple: combine expert guidance with exceptional service to help individuals, families, and small businesses find the right coverage — without the stress or confusion. Unlike large call-center operations or impersonal brokers, we focus on building long-term relationships.

When you work with us, you're working directly with licensed agents who know your name, understand your needs, and are available year-round for support.

OUR VALUES:

  • We’re not here to upsell — we’re here to help. Our job is to make sure you understand your options and feel confident in your decisions. You’ll never get a pushy pitch from us, just honest guidance and long-term support.

  • As a family-run agency based in St. Petersburg, we understand the local landscape — but we also know how to navigate the ever-changing insurance world. We balance a hometown mindset with statewide expertise to deliver the best of both worlds.

  • Insurance is complicated — we simplify it. Our role is to walk you through every step and explain things in plain English, so you’re empowered to make the right choices for yourself, your family, or your business.

  • We believe real support means being reachable when you need us. Whether it’s a quick question, claim issue, or a full plan review, you can count on us to respond — by call, text, email, or face-to-face.

Meet the Team

Medicare Planning

Turning 65 or retiring soon?

We guide you through your Medicare options, including supplements, Advantage plans, and Part D coverage—making sure nothing gets missed.

Group & Individual
Health Insurance

Custom benefits packages to support your business and your team

Whether you're self-employed, in between jobs, or running a small business, we make navigating the Marketplace simple.

Life Insurance

Protect what matters most.

From simple term plans to permanent coverage, we’ll help you choose the right life insurance for your family, future, and peace of mind.

  • "I’ve never had an insurance agent actually explain my plan in plain English before. They made something that used to stress me out feel manageable."

    JL

  • "They handled everything when I transitioned off my employer plan. I was nervous about finding something on the Marketplace, but Skillman made it simple."

    MK

  • "They handled everything when I transitioned off my employer plan. I was nervous about finding something on the Marketplace, but Skillman made it simple."

    NK

  • "After my mom turned 65, I didn’t know where to begin with Medicare. Matt sat down with us and made sure we picked the right plan. Couldn’t be more thankful."

    ED