Harbor Insurance Agency has roots in the community, and it is our goal to help protect individuals, families, and businesses from unforeseen events. From good commercial insurance coverage of fire, liability, and business coverage; to personal insurance coverage for your auto, home, your family’s life and health; to quality coverage for farm owners; Harbor Insurance Agency delivers quality coverage and personal service to protect you against the many risks that you face every day. Our staff has collectively been working in the insurance industry for 185+ years.

Title : Agency Principal / Agent
Phone : 218-834-2114
Fax : 218-834-5373
Email : warren@harborinsurance.biz
MN License #0014209 / WI License #1029438 | Licensed Agent since 1985. Grew up at Barthell’s Resort in Larsmont. Graduated in 1977 from Two Harbors High School. Attended UMD from 1977 to 1980 majoring in Business with a Music Performance Minor. Employed with Harbor Insurance since 1989.
Warren is an active community member with involvement in multiple organizations: Voyaguer Snowmobile Club | Snowmobile Safety Instructor | Lake County Chamber of Commerce | TH Men’s League Golf Board | Two Harbors Golf Association | First Baptist Church Worship Team | First Baptist Church Awana Leader.
Sara Cuypers: MN License #40146732 / WI License #13057473 | Licensed Agent since early 2009. Lifelong Resident of Knife River. Graduated in 2003 from Two Harbors High School. Attended University of Missouri in St. Louis and University of Minnesota Duluth. Graduated in 2007 from Lake Superior College with a Degree in Business Administration. 2017 Blandin Community Leadership Alumni. Over 25 Years Customer Service Experience. Employed with Harbor Insurance since 2008.
Sara is also an active community member with involvement in multiple organizations: Lake County 4H Volunteer | Lake County 4H Club Leader | Lake County Fair Board Member | Renegade Riders Saddle Club Chairperson | Two Harbors Winter Frolic Committee Member | Lake County Chamber of Commerce Nominating Committee Member | Lovin’ Lake County Board Member | Goon Squad MX Volunteer.

Title : Agent / Customer Service Representative
Phone : 218-834-2114
Fax : 218-834-5373
Email : jessied@harborinsurance.biz
MN License #20490702 / WI License # 8346743 | Licensed agent since 2004. Lifelong resident of Two Harbors. Attended Two Harbors High School class of 2000. Over 25 Years Customer Service Experience. Employed with Harbor Insurance since 2018.
Jessie is an active community member with her primary involvement within the Moose Fraternity. She serves on the Board of Directors for both Two Harbors Moose Lodge #1463 and Two Harbors Women of the Moose Chapter #109, multiple committees within the Two Harbors Moose Lodge, and Publications/Communications Chairman for the MN Moose Association. She is also a member of the North Shore Rotary Club.

Title : Receptionist / Bookkeeper
Phone : 218-834-2114
Fax : 218-834-5373
Email : jessicak@harborinsurance.biz
Grew up in Gilbert, MN. Graduated in 2003 from Eveleth-Gilbert High School. Graduated in 2006 from Hibbing Community College with an Administrative Assistant Degree. Over 20 years of Customer Service Experience. Employed with Harbor Insurance since 2009.
Jessica is actively involved with Two Harbors Youth Hockey Association.

Title : Customer Service Representative
Phone : 218-834-2114
Fax : 218-834-5373
Email : karens@harborinsurance.biz
Lifelong Resident of Two Harbors. Graduated in 1973 from Two Harbors High School. Over 40 Years Customer Service Experience. Employed with Harbor Insurance since 2011.

Title : Customer Service Representative
Phone : 218-834-2114
Fax : 218-834-5373
Email : stephaniew@harborinsurance.biz
Lifelong Resident of Two Harbors. Graduated in from Two Harbors High School in 2017. Employed with Harbor Insurance since 2023.
Stephanie volunteers at the Two Harbors Moose Lodge and with Friends of the Edna G.