About Us

Company History | Our Team

Tiffany Lehman

Agent and Founder

Tiffany Lehman, President of Insurance Source of Naples is a true Florida native. Born and raised in Naples, Tiffany attended school at the University of Florida where she graduated in 2002 with a degree in Gerontology. Following her heart and true passion for the elderly, Tiffany began her career in Gainesville helping to grow a fast paced Continuing Care Retirement Community. After the birth of her first daughter, Kiersten and her husband, Al’s graduation from Veterinarian school, they moved to Naples to be close to family and “home”. Tiffany was convinced to go to work with her father, a long time State Farm agent. She quickly realized she was destined to follow in the footsteps of her parents and developed a strong passion for the insurance industry.  In 2009, Tiffany, with second daughter Samantha on her hip, opened the doors to Insurance Source of Naples, a full service independent insurance agency offering personal and commercial lines of insurance along with life and health products.

Tiffany is dedicated to her community and makes this obvious with her devotion to the non-profit sector. She currently serves on the Board of Directors for Leadership Collier Foundation and Chair for the Youth Leadership Collier program. Tiffany was awarded the 2015-2016 Volunteer of the Year award for her countless hours of service to the Leadership Collier Foundation. She was featured in the 2016 Distinctive Women’s magazine as well as eBella’s 2016 issue of Influential Women Leaders.

Ashleigh Dickinson

Office Manager

Born and raised in Tallahassee, Florida, Ashleigh is a true Floridian. She moved to Gainesville, Florida and earned her degree in Zoo Animal Technology and soon after worked as a zookeeper for Naples Zoo and Zoo Miami. After fulfilling her dream to work with exotic animals, Ashleigh shifted her career goals to insurance. Since Ashleigh’s family has a long history of insurance educators and agents, the territory came naturally and educating others about insurance has become her passion. When she is not at work, she enjoys hiking and kayaking through some of the more remote parts of Florida.

Shirley Gottschalk

Customer Service Representative

Shirley was originally from Iowa where she began her insurance career with the Iowa Farm Bauru. In 1998 Shirley and husband Gordon moved their family of three children to Naples where she continued to work in the insurance industry as a customer service representative. Besides her insurance career, Shirley keeps busy with a grandson in North Carolina, a granddaughter in Naples and active involvement in her church where she is a part of their active community outreach.

Karen Barcarolo

Customer Service Representative

Karen, originally from Wisconsin moved to Naples in 1979. She married her high school sweetheart, Carlo and they have been happily married for 35 years. Karen started her career with GAP and worked her way up from floor sales to retail manager over the 25 years she was with the company. As the retail industry changed so did her interest in pursuing other career paths and although her professional career has been in retail management and sales, customer service is her passion and the reason insurance is a perfect fit! Karen and her husband love to travel and go on adventures, spend time with friends and family, especially their daughter Alyssa and ride their scooters around town.

Renee Pink-English

Customer Service Representative

Renee is originally from Jamaica and moved to Florida in 1998. With her masters in biblical studies and theology and being a certified life and career coach Renee found the service industry fulfilling for more than 10 years. With a strong passion for helping others, Renee decided the insurance industry would be an exciting challenge allowing her to help and serve her community. Renee is married with two children and enjoys traveling and discovering new places with her family. She is an advocate for women and children that are disadvantaged and enjoys volunteering with organizations that support this initiative.

Sue Dukes


Born and raised in New England, Sue moved to Gainesville in 2003 where she attended the University of Florida. After graduating, she moved back to Boston for a few years before eventually settling in Jacksonville, Florida. When not working for Insurance Source of Naples, Sue teaches nutrition and cooking classes. She has two young children who keep her busy with school and sports. In her free time Sue loves to spend time with family and friends.

Layla Lehman

ISON Mascot

Layla yields from Chicago, IL but not long after birth she moved to sunny Naples and was quickly welcomed into a new home with loving arms and has not looked back. Layla loves her role as an ISON mascot and is quick to give out warm welcomes. In her free time Layla enjoys spending time with her family and short walks in the park.

Want to join our team? Check out our latest job openings!

Available Positions