Shepherd Insurance - Sarasota

09/09/2026

Your benefits strategy should do more than check a box. It should support your employees, their families and the long-term success of your

We help businesses build employee benefits solutions around what matters most: their people.

Ready to take a closer look at your benefits strategy? Learn more: shepherdins.com/employee-benefits⁠

09/07/2026

Today, we recognize the dedication and hard work that make a difference in our workplaces and communities.

Happy Labor Day from all of us at Shepherd Insurance! We hope you enjoy a well-deserved day of rest, time with family, and the people who matter most.

09/03/2026

Please note our holiday hours!

In observance of Labor Day, our offices will close at 2:00 p.m. local time on Friday, September 4th, and reopen for normal business hours on Tuesday, September 8th.

Wishing you and your loved ones a safe, relaxing, and enjoyable holiday weekend!

08/19/2026

Sometimes, standard coverage may not be enough. An umbrella policy can provide an extra layer of liability protection when the unexpected happens, helping you protect the things that matter most.

Not sure if umbrella coverage is right for you? It may be worth a conversation.

08/18/2026

We are incredibly honored to be named a Best in Class Top Workplace while also receiving the Overall Award for Employee Well-Being.

These recognitions reflect the culture our teammates create every day through support, trust, collaboration, and genuine care for one another and our community.

“I am honored to lead this phenomenal group of teammates and so proud to work alongside them each and every day.’” - Patrick Del Medico, COO of Florida and Arizona

Thank you to the Sarasota Herald-Tribune for recognizing our team and sharing our story!

08/14/2026

What a summer it’s been!

We’ve loved having Ava spend the summer with us at Shepherd! From jumping into projects and learning along the way to becoming such a valued part of the team, it’s been a pleasure watching you grow and make your mark.

Thank you for spending your summer with us, Ava! We’re so excited to see where your next chapter takes you and can’t wait to cheer you on along the way.

08/12/2026

Your business is built on years of hard work, growth and planning for the future. The right insurance strategy can help you manage risk, protect what you have built and stay prepared for what comes next.

Let’s take a closer look at your coverage and make sure your business is protected for the road ahead.

08/05/2026

When the unexpected happens, you don’t have to navigate it alone. From the first report to the final resolution, our team is here to guide you through every step of the claims process.

08/05/2026

Back to School Night at Girls Inc. Sarasota!

We were excited to lend a helping hand as the girls prepared for the new school year by stuffing backpacks and making sure they had the supplies they needed for a successful start.

We’re honored to have team members who continue to give their time and energy to support the communities we’re proud to be part of.

07/31/2026