Jennifer earned her B.S. in Business from the University of Minnesota, Carlson School of Management. She began her insurance career with Flagship Insurance Services in 1998. Jennifer was selected as a 2012 Five Star Business Insurance and Benefits Professional and serves as Vice Chair on the MN Republican Health Care Reform Task Force. She purchased Flagship Insurance Services in 2012.

Jennifer assists and advises businesses in the management of their employee benefits and assists employees transitioning from an employer plan into Medicare. She takes particular interest in properly vetting employers with 50-200 employees to consider self-insuring and gives mid-size employers the personal attention they need to make a self-insured plan successful. After policies have been established, she offers continued assistance in the capacity of account servicing and acts on the client’s behalf with insurance providers.

Nick earned his B.S. in Business Management from Minnesota State University, Mankato, and graduated Cum Laude.  Nick has helped over 4000 clients save over 50 million dollars in tax savings over his career.  Nick is an expert when it comes to FSA, HSA, HRA, FHRA, COBRA, QSEHRA, Retiree Billing, FMLA, ERISA, HIPAA, PCORI, ACA, and other related tax and compliance plans relative to employee benefits.

Gina earned her B.A. in Speech Communication from the University of Minnesota with a minor in Human Resource Development.  She began her HR career working for several Fortune 500 companies such as UPS, Target, and Ameriprise Financial with the majority of her career spent at Timberland Partners, a local real estate, property management, and development company.  Here, she managed the HR department and played a pivotal role in growing the company from 150 employees to over 500 across 18 states, a testament to her exceptional leadership and management skills.
 
In 2020, Twin Cities Business Journal named Gina a notable leader in Human Resources.  She advocates for business transformation through people and processes to create winning outcomes, providing tools and techniques that allow any employee to reach their highest potential. 
 
Gina’s professional journey, marked by a series of certifications, is a testament to her commitment to continuous learning and professional development. These certifications, including SHRM-SPC, PHR, MBTI, and others, have equipped her with the skills and knowledge to excel in her current role.
 
As Gina expands Flagship’s Human Resources Consulting services, she is poised to enhance our clients’ capacity and confidence significantly.  Through this partnership, we will be able to identify and address business gaps faster, foster intentional and positive relationships, and ultimately mitigate risk and maximize return on investment with your people.

After graduating from UW-Stout with a B.S in Applied Mathematics, Curt spent the first 26 years of his career in Information Technology as a software developer and people leader. He joined Flagship at the end of 2021 and is applying his analytical skills and attention to detail to help businesses find the right commercial coverage.  Away from the office, Curt enjoys hunting, fishing, cooking, and a good bourbon.

Erin graduated from Minnesota State University, Mankato, with a B.S. in Business Management. Prior to joining Flagship Insurance Services in 2006, Erin gained more than 2 years experience with an agency in St. Cloud, MN. Her unique position allows her to sell, service and negotiate all aspects of commercial accounts. Erin is a licensed agent and has earned both CISR (Certified Insurance Service Representative) and CIC (Certified Insurance Counselor) designations.

Sarah earned a Bachelor of Science in Business and Communications from Bemidji State University. She joined Flagship Insurance Services in 2009 and is responsible for the sales and service of personal lines accounts including home, auto and farm insurance. She is a licensed agent and has earned her CISR (Certified Insurance Service Representative) designation.

Sarah is a certified Notary Public.

Scott graduated from the University of Minnesota with a B.S. in Agriculture. He completed and passed 5 courses in the Certified Insurance Counselor program. He earned a certificate in Health Care Reform Studies from the American College in Bryn Mawr. He has taken at least 12 other insurance courses, but his favorite course was “How to save Premiums in the Design of Employee Benefit Plans”. This course was taught by an actuary and showed simplified actuarial techniques. He uses these methods every day with his clients and the information gives big dividends. The methods are practical and easy to implement.
Scott works with clients of all sizes and particularly enjoys clients in the 25 to 300 size that are looking at methods to lower costs. Scott advises his clients on methods such as HRA, HSA, and self-insurance. He makes sure that the risk is low or “next to none” and then maximizes the gains. He is very involved in service and renewal activities. And he will help his clients plan far in advance. This makes budgeting and enrollment a much easier process.

John graduated from the University of Minnesota Duluth with a B.B.A in Organization Management.  He joined Flagship with over 15 years of experience in insurance sales, service, and claims handling.  Having seen insurance from both sides, he understands the complexities of insurance and how to build a program that meets the policyholder’s needs.

Leigha earned her Bachelor of Science degree in Business Administration at Loras College in Dubuque, Iowa. Having worked 2-3 jobs while going to school full-time at Loras, and being actively involved on campus as a peer assistant, CORE team member, and student tours volunteer, Leigha has developed a strong work ethic and maintains her commitment to community and volunteer activities in her free time. She also enjoys painting and traveling, and has a minor in International Studies.

Leigha joined Flagship in 2017 to manage our employee benefits enrollment and administration platforms, tools and resources that give employers a secure online presence to streamline and automate administration, employee engagement and benefits management. She also offers customer service support to our employer groups.

Kayla has more than 25 years of customer service experience prior to joining the insurance industry in 2021. She enjoys interacting with customers and helping them understand their insurance needs as well as getting to know them on a personal level. Other hobbies for Kayla include reading, being outside when it’s nice or anywhere there is water.

Angie graduated from Viterbo University in La Crosse, Wisconsin with a Bachelor of Arts degree in 2001.  She spent several years as a customer service representative in the Commercial and Medicare lines.  She joined Flagship in 2022 as a Personal Lines customer service representative and is excited to help individuals with their insurance needs.  She is based in the Winsted office.  During her free time, she enjoys spending time with her family, dog and two cats, listening to music and quilting.

Charla began her insurance journey in 2003. Her knowledge comes from extensive experience in sales, underwriting, service, and claims. She has worked in both Commercial and Personal lines Property and Casualty insurance. Her strong commitment to providing exceptional service, desire to help our insureds understand both their policy and coverage, and her desire to always learn more, makes her an incredibly valuable member of our team.

Outside of work she enjoys her family, parrots, koi, and other fur babies. To relax she enjoys diamond art, coloring/painting and crafting new toys for her birds.

Lisa has worked in the insurance industry since 2017 and brings a long history of customer service with her.  Both she and her husband are proud lifelong Minnesotans and raised their 3 children in Burnsville.  She loves traveling and spending time with friends.

Cindy retired from Flagship Insurance Services in September 2024 after providing more than a decade of amazing customer service to our employee benefit clients. Prior to joining Flagship, Cindy spent 30 years in customer service, servicing individuals in both the legal and medical fields. Cindy is enjoying retirement with her husband and spending time with her children and grandchildren.