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The DIG Team

Ashley Edmonds

Ashley Edmonds

Insurance Coordinator

Meet Ashley, a dynamic professional with a rich and varied background. Having lived in seven...

Courtney Grover

Courtney Grover

Managing Agent

Meet Courtney, a true Sarasota native, proud of her roots in the local community...

Jacob Little

Jacob Little

Account Manager | Commercial Lines

Meet Jacob, a true Floridian with roots in Port Charlotte and Punta Gorda, who now...

Ken Burns

Ken Burns

Insurance Advisor | Personal Lines

Meet Ken, a true local with a heart as big as the bay area he calls home. Born in Canada, Ken's family...

Paola Pomfret

Paola Pomfret

Insurance Consultant | Personal Lines

Meet Paola, our dynamic team member who brings a touch of flair and expertise to the...

Zach Bogley

Zach Bogley

Insurance Consultant | Personal Lines

Meet Zach, a music-loving adventurer hailing from the bustling Washington DC...

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?

Brad Dees

Brad Dees

Insurance Advisor | Commercial Lines

Meet Brad, a born and bred Floridian hailing from Auburndale, FL. After trading in his baseball...

Emma Lynch

Emma Lynch

Insurance Consultant | Personal Lines

Meet Emma, a Michigan native who brings warmth, energy, and a love of helping others to the DIG team. After...

Julia Dees

Julia Dees

Marketing Director

Meet Julia, a true Floridian from Venice, FL, where she spent her formative years...

Kendra Wells

Kendra Wells

Administrator

Meet Kendra, a transplant to the Sunshine State, having made the journey from...

Rachel Matichak

Rachel Matichak

Insurance Advisor | Personal Lines

Meet Rachel, a Connecticut native with a heart as warm as the Florida sunshine. Born and raised...

Ruddy Rojas

Ruddy Rojas

Account Support Assistant | Personal Lines

Meet Ruddy, a soul whose essence resonates with the harmonies of music...

Briza Ramirez

Briza Ramirez

Insurance Advisor | Personal Lines

Meet Briza, our vibrant and dedicated Insurance Consultant at Dees Insurance Group.

Now Hiring

Now Hiring

Insurance Consultant | Personal Lines

If your current agency just isn’t cutting it, let’s talk. Apply now and...

Kailey Shenk

Kailey Shenk

Service Team Lead | Personal Lines

Meet Kailey, a vibrant addition to our team who brings a breath of fresh air all the way from...

Negin Sami

Negin Sami

Insurance Advisor | Personal Lines

Meet Negin, a Persian-American immigrant with a passion for growth and opportunities. Negin finds...

Sarah Jablonski

Sarah Jablonski

Insurance Consultant | Personal Lines

Meet Sarah, a down-to-earth Midwesterner with a knack for communication...

Yaritza Rodriguez

Yaritza Rodriguez

Account Support Assistant | Personal Lines

Meet Yaritza, a vibrant soul hailing from the beautiful landscapes of Nicaragua...

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