Customized Solutions - Personalized Service

About the Sentry Family

John Paolini and Josh White founded Sentry Insurance Advisors with the vision of building longstanding client relationships and supporting the underprivileged in our community. Sentry teammates embrace our Culture of Service, actively participating in local volunteer efforts throughout the year. We are committed to sharing in our success by donating up to 5% of our annual revenues to local charitable organizations.

Our Culture of Service also translates to our comprehensive and personalized approach to risk management. We are an independent agency, licensed to support our clients on a national basis. We stand ready to address your evolving exposures and ensure the premiums you pay are always market competitive.

When you work with Sentry Insurance Advisors you are investing in our community support efforts, insuring your assets, and protecting your well-earned lifestyle. If you are less than confident in the insurance you are currently paying for, we encourage you to contact our team to schedule a complementary insurance review.

John Paolini, Founding Partner

[email protected]

Office: 239-350-4902

Cell: 239-287-4890

Nory Chavez, Client Advisor

[email protected]

Office: 239-350-4903

Kyle Gorgas, Client Advisor

[email protected]

Office: 239-350-4907

Personal Insurance

  • Primary & Secondary Homes

  • Daily and Collector Vehicles

  • Personal Yachts & Watercraft

  • Umbrella

  • Fine Art & Jewelry

Clients appreciate our team’s national experience and capabilities. We continuously assess market dynamics and secure the most competitive programs for our clients. We build trusted relationships by keeping engaged year-over-year, ensuring the insurance programs keep pace with your evolving needs.

Commercial Insurance

  • Professional Liability

  • Property

  • General Liability

  • Workers Compensation

  • Cyber

  • Automobile

  • Umbrella

Don't take our word for it, take theirs

David Reif: Hurricane Ian Story

Angie M.

I was referred to Josh to listen to what my needs were and he immediately set me up with his colleague, Kyle. Kyle was absolutely amazing and easy to work with. He went above and beyond to get our nonprofit the insurance we needed to do an event in a quickly timeframe. He has also been there to help assist with questions even after the insurance was completed. He has been a huge blessing to us and our organization! I would highly highly recommend.

Dante & Hillary DiSabato

“Having spent a long time in Florida, when we purchased our latest home in Naples we chose Josh to represent us. From the first day of him getting us quotes, to his attention to detail, his availability, promptness and genuine overall professionalism is outstanding. We unfortunately had a fire and Josh’s ability throughout the claims process to bringing home the last check from Chubb was second to none. We look forward to working with Josh in the future. We have and will highly recommend him in the Future.”

Bruce Barone Jr. Commercial Hurricane Ian

George Wilson: Residential Hurricane Ian Story

Dmitry P.

Amazing experience working with Nory! Very resourceful and prompt. It’s always pleasure working with her.

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