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CLEARWATER, Fla. – As Clegg Insurance Group enters their sixth year of business, the company has once again exceeded their previous annual revenue figures, and now plans to expand their presence in the Clearwater community.

Despite a soft market and insurance rates dropping as much as 65 percent, Clegg Insurance Group has experienced consistent growth. This year alone, the Florida-based insurance agency headquartered in Clearwater has seen a 45 percent increase in net income.

As a result of their continued growth, Clegg Insurance Group is finalizing the purchase of a nearly 4,000 square-foot building located in the Morton Plant district of downtown Clearwater. They are scheduled to close on the building in December and begin renovating the space with plans to move into it by July of 2016.

“We are excited about the strides that we have made this year and are looking forward to completing the renovations of our new Clearwater office, which will give us even more room to expand,” said Ryan Clegg, chief executive officer of Clegg Insurance Group. “Our growth this year has been 100 percent organic and is a demonstration that clients are choosing us because of our ability to save them money on their insurance needs.”

Clegg Insurance created three jobs this year and is currently looking to fill three more newly created positions. Applicants are encouraged to visit to learn more.

While Clegg Insurance did not make any acquisitions in 2015, they are constantly looking to expand their business through acquisitions. In 2013, Clegg Insurance acquired Florida Insurance Partners in Safety Harbor, and in 2014 they acquired Hopf & Hopf, a Tampa-based insurance firm.

About Clegg Insurance Group
Founded in 2010, Clegg Insurance Group is a full service independent insurance agency serving the entire state of Florida. Clegg Insurance Group provides a tailored approach to each client’s unique insurance needs. With a specialization in property and casualty insurance, Clegg Insurance Group works with over 100 carriers to provide the most affordable options to their clients.

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CLEARWATER, Fla. – Clegg Insurance Group is on track to exceed their previous annual revenue figures for a fifth year in a row, despite the existence of a soft market throughout the insurance industry for more than two years.

Since May of 2013, the Florida-based insurance agency headquartered in Clearwater has experienced a 240 percent growth in revenue. During the same period of time, insurance rates decreased.

“As of right now, I’m excited to say that we’re closing in on our initial benchmark goal of $10 million in insurance premiums,” said Ryan Clegg, chief executive officer of Clegg Insurance Group. “I have no doubt that we’ll continue to grow, despite the current market conditions.”


Clegg Insurance was recently in the news for acquiring Hopf & Hopf, an insurance agency in Tampa. The Tampa Tribune, Tampa Bay Business Journal, Business Observer and Tampa Bay Newswire all ran articles about the acquisition.

This is the second acquisition in 18 months for Clegg Insurance, and marks a 35% increase in customer growth.


CLEARWATER, Fla. — Locally owned Clegg Insurance Group celebrated its fourth year in business on Friday.

Back in 2009 Ryan Clegg, a Clearwater native, founded Clegg Insurance Group which is a Clearwater-based firm that provides insurance services throughout the state of Florida.


We pride ourselves on working with A+ Rated carriers. Please see a list of our current companies below. If you do not see your company below please let us know as we may still have access to them!

  • Safeco Insurance, a Liberty Mutual Company
  • Allied Insurance, A Nationwide Company
  • Harleysville Mutual, A Nationwide Company
  • Federated National Insurance
  • Progressive
  • Bankers Insurance
  • GMAC
  • Mercury Insurance
  • Olympus Insurance
  • Travelers Insurance
  • United Property and Casualty
  • Universal Property and Casualty
  • Citizens Property Insurance Corporation
  • Fireman’s Fund, an Alliance Company
  • Chubb
  • ACE, Private Client Group
  • Chartis, an AIG Company

We hope to hear from you soon!