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May 15, 2020

OAA is SIAA’s Number One Master Agency Five Years in a Row!

1 min read

Topic: SIAA Blog Company Newsroom

SIAA, the nation’s largest partnering independent insurance agency alliance, has named OAA it’s number one Strategic Master Agency for the fifth year in a row.


OAA is the only agency in SIAA’s 25-year history to be so honored. “It’s both unprecedented and humbling,” says Tony Caldwell, OAA CEO. 


SIAA credits its master agencies as a key to its national success. “They have the local resources, people, and motivation to expand our business model in their territories. The master agencies deserve a lot of kudos for how the SIAA business model has grown,” says Matt Masiello, CEO.

bravo written on a chalkboard and surrounded by post it notes


Tony Caldwell is a modern “renaissance man,” who is not only immensely successful in the field of insurance, but is also a writer, children’s advocate, mentor and even a licensed pilot.

Always keen on helping others make their dreams come true, Tony and his team have helped independent agents grow into more than 250 independent agencies. This has made OAA the number one ranked Strategic Master Agency of SIAA for the last 5 years, and one of Oklahoma's 25 Best Companies to Work for.

Tony loves to share his knowledge, insight and wisdom through his bestselling books as well as in free mediums including podcasts and blogs.

Tony and his family are members of Crossings Community Church, and he is very active in community initiatives: he’s chairman of It’s My Community Initiative, Inc., a nonprofit working with disadvantaged people in Oklahoma City; and chairman of the Oklahoma Board of Juvenile Affairs., and he has served through many other organizations including the Salvation Army, Last Frontier Council of the Boy Scouts of America, and the Rotary Club.

In his spare time, Tony enjoys time with his family. He’s also an active outdoorsman and instrument-rated commercial pilot.