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Why Us?

We aren’t tied to any one insurance carrier, which allows our insurance brokers to shop your insurance needs to our network of trusted carriers to find the policy that offers the most comprehensive coverage for you.

Meet Our Team

Our agents have nearly 90 years of experience in properly insuring customers of all kinds, from a new homeowner looking to insure his brand new investment from floods to high net worth individuals in need of comprehensive coverage for their entire personal and business portfolios. We even provide commercial and general liability insurance for business owners, condominium associations, and more.

Will Kastroll


Will Kastroll

Will Kastroll is the founder and owner of Harbour Risk Management, LLC (DBA Harbour Insurance). Will supports and participates in many national and local charities such as The American Heart Association, Gulfstream Foundation, and Habitat for Humanity.


Paul Huber

Paul is responsible for the day to day operations of the agency. Paul has 18 years of exceptionally diverse experiences in the insurance industry ranging from claims management & product development to sales, marketing and agency operations

Branch Manager

Brent Smith

Brent manages our North Naples insurance office.  Brent offers over 17 years financial services experience including personal & business insurance, life & health insurance, and retirement planning.  He’s excited to work with a team of insurance agents who provide our customers the best advice and guidance.  Feel free to call Brent or stop in and meet him.  He is always glad to help you

Premier Insurance Specialist

Rebecca Cooper

Rebecca has been in the insurance industry for 17 years starting as a claims handler in life & health before transitioning to P&C. She has worked for a one of the largest independent insurance brokerages before moving over to Harbour. Rebecca is both P&C and Life & Health licensed through the state of Florida.

Insurance Consultant

Michele Cichetti

Michele has been in the insurance industry since 2007. She specializes in small business commercial lines accounts and homeowners insurance. She started as an assistant claims adjuster and has worked her way up to an account manager for P&C accounts. Michele achieved her PIAM designation in 2011. Michele is also a health enthusiast, she loves to help others reach healthy lifestyle goals.

Operations Manager

Will McDonald

Will epitomizes integrity, energy, hard work, and creative service. Will graduated from Flagler College, beginning his career in the insurance industry in 2009. Will is both P&C and Life & Health licensed. An athlete by nature he enjoys giving his time coaching high school lacrosse here in Naples.

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Insurance Consultant

Mary Amico

Mary has had over 25 years of insurance experience both in the personal & commercial lines field. Feel free to contact or visit Mary at any time for a business or personal lines insurance quote or just to say “hello”.

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Office Manager

Emily Katz

Emily has been with Harbour Insurance for over 12 years.  She moved to Naples 18 years ago, from Pittsburg, Kansas.  She is our Office Manager, HR Manager, and Bookkeeper.  When not in the office you can find Emily on the football field, with her husband, supporting NHS where her daughter is cheerleader and at the little league fields cheering on her son.

Insurance Consultant

Virginia Lopez

Virginia is a Florida native born and raised. She has over 13 years of Insurance experience starting out in life and health insurance before transitioning over to Personal lines after 2 years. She enjoys spending time and spoiling her nieces and nephews.

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Insurance Consultant

Tina Day

Tina has been in the insurance industry since 1989. Tina is originally from Gallipolis, Ohio, a small town in southern Ohio, along the Ohio River.  Tina and her husband Jim have two beautiful daughters and four grandchildren. In her spare time she enjoys camping, rooting for the Ohio State Buckeyes, and attending the grandchildren’s many activities.

Alissa Russo

Branch Manager

Alissa Russo

Alissa is a Florida native and graduated with both her Bachelor’s and Master’s Degree from Florida Gulf Coast University. She started her insurance experience back in 2015 before venturing to the corporate world. Her love for small businesses and helping others has made her eager to get back to the insurance industry. Some of her interests include fitness and her two dogs.

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Engagement Coordinator

Sarah Ubele

Sarah recently finished her internship at Harbour and was hired as the full-time content curator. Her main responsibility is to enhance the overall client experience for all Harbour clients. At FGCU Sarah was a participant of the Women’s Swimming and Diving team.


Benefit Consultant

Sue Roseliep

Sue hails from Wisconsin and after visiting Naples for 20 years her and her spouse decided to make this home. Sue brings over 25 years of experience in Employee Benefits, Life Insurance and Group Insurance to Harbour. She recently acquired her Long-Term Care Designation (CLTC). Some of Sue’s interests include volunteering at the local Naples theaters, embracing the sunshine and entertaining.