Category: News


CLEARWATER, Fla. – Clegg Insurance Group and Advanced Insurance Brokerage announced on Wednesday the signing of a new deal, which will merge the companies’ property and casualty coverage portfolios.

Together, the two companies will offer new and existing customers a wider range of product offerings, greater efficiency and improved customer service with the same local flair.

Additionally, as part of the merger, AIB will retain its original team of insurance professionals and its Anna Maria Island location.

Since 2010, AIB has remained committed to providing quality coverage options, coupled with a vast network of leading insurance carriers. The company has continually provided their customers with comprehensive, reliable insurance policies spanning from auto, home, health, life, and commercial.

“This partnership will give us the opportunity to merge our portfolios and further elevate the personalized service we’re known for,” said Lisa Brakefield, principal, AIB. “With a combined industry experience of more than 50 years, we’re confident this move in the best interest of our friends and 2,000-plus customers.”

In 2013, Clegg Insurance acquired Florida Insurance Partners in Safety Harbor, and in 2014 Clegg Insurance acquired Hopf & Hopf, a Tampa-based insurance firm.

“I grew up spending time on the island each summer and when this opportunity presented itself I jumped all over it,” said Ryan Clegg, president and CEO, Clegg Insurance Group. “Advanced Insurance operates under the same philosophy as Clegg, which always puts clients’ interests first above everything else.  The two agencies combined can leverage carrier relationships and offer a wider product offering to all of our customers. Lisa has built an outstanding company and I sure look forward to working with her for many years.”

Clegg founded his company in 2010 and his company now employs 10 people in the Tampa Bay area while continuing to look for further opportunities to expand.

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.

What is Silver Sneakers and how does it work?

Silver Sneakers is a program that allows senior citizens on participating Medicare plans to get a free gym membership.  Many, if not most of the Medicare plans in and around Clearwater, FL offer this program

Here’s how Silver Sneakers works:

  1. Meet Silver Sneakers eligibility requirements by enrolling in a participating Medicare Advantage plan in Clearwater, FL.
  2. Enter your information on the Silver Sneakers website after your enrollment is complete.
  3. Get a copy of your Silver Sneakers card
  4. Take your card to the Silver Sneakers gym of your choice in and around Clearwater.
  5. Start exercising, staying healthy and saving money!


Clegg - FLbizobservMove on up

By Anita Todd | Contributing Writer – Friday, November 13, 2015

Insurance executive Ryan Clegg took a big gamble in 2010: He ditched a good job at insurance giant Brown & Brown to launch his own firm — even with the economy mired in uncertainty.

Turns out that was the best time for Clegg to make the move.

The company, Clearwater-based Clegg Insurance Group, has experienced consistent growth, posting a 45% increase in net income this year; the firm doesn’t release specific annual sales figures. To accommodate the growth, the company is finalizing the purchase of a nearly 4,000-square-foot building in the Morton Plant district of downtown Clearwater (Read More).