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The DIG Team

Brad Dees

Brad Dees

Principal Agent/Co-Founder

Brad was born and raised in Auburndale, FL. After hanging up his baseball cleats (and catcher’s gear)...

Kathrine Pienkos

Kathrine Pienkos

Insurance Advisor

Kathrine started her life in Chicago and grew up playing many sports like baseball, basketball, soccer...

Amanda Lade

Amanda Lade

Insurance Consutant

Amanda is a rare local—born and raised in the Sarasota. Having graduated from Booker Highschool's...

Kendra Wells

Kendra Wells

Sr. Account Manager

Kendra moved to Florida in April 2015 from The Bluegrass State of Kentucky, where she owned a craft ...

Kailey Shenk

Kailey Shenk

Insurance Coordinator

coming soon...

Now Hiring

Now Hiring

(Hiring) Insurance Coordinator

Apply today--you deserve it! Click "read more" for detail on this position and to apply...

Julia Dees

Julia Dees

Marketing Director/Co-Founder

Julia was born and raised in Venice, FL. After graduating from Florida State University and meeting her ...

Paola Pomfret

Paola Pomfret

Insurance Advisor

By way of Orlando, Paola joined the DIG Team in January 2020. Having started her career in fashion...

Samantha Kirkwood

Samantha Kirkwood

Insurance Consultant

Born and raised in St. Petersburg, FL (near Treasure Island Beach), Samantha played in a semi-pro...

Zach Seijas

Zach Seijas

Account Manager

It's no surprise that Zach is a huge Tampa Bay sports fan #TeamTampaBay, being...

Katie Scheid

Katie Scheid

Account Manager

Katie is a Sarasota county native, growing up in Venice, FL. She previously was a part of...

This Could Be You

This Could Be You

Join The DIG Team

Have you been craving a career in a stable industry with a growing team who is fun and top rated?

Courtney Grover

Courtney Grover

Managing Agent

Courtney is a rare local—born and raised in the Sarasota Area. She graduated from the University of...

Jacob Cooper

Jacob Cooper

Insurance Advisor

Born and raised in the Sarasota-Bradenton area, Jacob continues to call this area home. He joined the DIG...

Kammy Sproul

Kammy Sproul

Account Manager

coming soon...

Jake Little

Jake Little

Account Manager

coming soon...

Now Hiring

Now Hiring

(Hiring) Commercial Account Manager

Apply today--you deserve it! Click "read more" for detail on this position and to apply...

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