Business Details
50+ Years
experience
Your Trusted Insurance Partner in Minnesota
Flagship Insurance Services is built upon a tradition of integrity, industry leadership, and excellence. We are committed to delivering tailored insurance solutions with thoughtful strategic planning, valuable professional services, and technology-based solutions that result in sustained customer satisfaction. Founded in 1942, we have grown to provide a full range of insurance solutions for individuals and businesses throughout MN, ND, WI, FL, CO, AZ, and TX. Our team of specialists is dedicated to using their experience and expertise to meet client objectives while anticipating and fulfilling their needs. We work as your consultant to explain different types of insurance and determine unique needs, are with clients from start to finish during claims, offer a choice of insurance plans, and act as 'value hunters' to find the best combination of price, coverage, and service.Our one-stop shopping approach provides a full range of products and services, including employee benefits, business insurance, health insurance, life insurance, disability insurance, auto insurance, home insurance, travel insurance, and retirement plans. We maintain a high standard of excellence and establish firm relationships of mutual trust with each client.
Services
Employee Benefits
Business Insurance
Health Insurance
Life Insurance
Disability Insurance
Auto Insurance
Home Insurance
Travel Insurance
Retirement Plans
Medicare Plans
Details
- Year established: 1942
Highlights and features
- We have over 80 years of experience in the insurance industry since 1942.
- We offer a choice of insurance plans tailored to your unique needs.
- Our team works as your consultant to explain different insurance options.
- We provide 24/7 personalized customer support during claims.
- We are authorized partners with major insurers like Blue Cross and Blue Shield.
Associations and certifications
- Blue Cross and Blue Shield of Minnesota
What people say
Friendly and reliable staff
Proactive approach to needs
Timely and complete answers
Top-notch staff quality
Exceptional service
Services
Employee Benefits
We design comprehensive employee benefits programs, including health, dental, disability, and retirement plans. Our specialists help employers navigate compliance with the Affordable Care Act while optimizing coverage and cost-effectiveness. Clients receive dedicated account management, carrier negotiation, and ongoing program evaluation.
Business Insurance
Our business insurance solutions protect companies with property, liability, workers' compensation, and specialized coverage. We offer risk management strategies, policy selection from 40+ carriers, and claims assistance to ensure business continuity for enterprises of all sizes.
Health Insurance
We provide individual and group health insurance plans from major providers like Blue Cross and Blue Shield. Our advisors help clients compare options, manage HSAs/FSAs, and implement consumer-driven health plans that balance cost and comprehensive coverage.
Retirement Planning
Our retirement services include 401(k) plans, IRAs, and business retirement programs. We offer investment guidance, plan design, and compliance support to help individuals and businesses achieve long-term financial security.
Auto Insurance
We offer auto insurance coverage for standard vehicles, commercial fleets, motorcycles, RVs, and specialty vehicles. Our services include policy comparison, claims assistance, and customized solutions for both preferred and high-risk drivers.
People
Jennifer Sherman Stratton
Chief Executive Officer
With nearly 30 years of experience in employee benefits, Jennifer helps employers design strategic health insurance programs. She has grown the company by 20% through organic growth and acquisitions while maintaining long-term client relationships.
Nick Kuchenbecker
Chief Growth Officer
Nick has helped over 4,000 clients save $50 million in tax savings through expertise in FSAs, HSAs, HRAs, and ACA compliance. He graduated Cum Laude from Minnesota State University with a business management degree.
Dave Sherman
Founder/Agent
Dave holds multiple insurance designations and has over 21 years of financial leadership experience in manufacturing companies before founding the agency in 1988. He specializes in business insurance and investments.
Erik Westrum
VP of Sales
With over a decade in insurance sales, Erik combines leadership coaching experience with strategic sales expertise. He focuses on team development and creating systems that enhance client relationships and operational efficiency.
Lisa Brown
Director of Operations
Lisa manages benefit enrollment services and HR consulting while maintaining a hands-on approach to client support. She earned her MBA from Rasmussen University while balancing full-time work and family commitments.
Questions
What types of insurance do you offer?
We offer employee benefits, business insurance, health insurance, life insurance, disability coverage, auto insurance, home insurance, travel insurance, and retirement plans for individuals and businesses.
How do you help with Affordable Care Act compliance?
Our specialists provide healthcare reform consulting, benchmarking, and compliance support to help businesses navigate ACA requirements and avoid penalties while optimizing their benefits programs.
Do you serve businesses outside Minnesota?
Yes - we serve clients in ND, WI, FL, CO, AZ, and TX, with licensing in these states. Our services are available through local representatives or remote support.
How do I file an insurance claim?
Contact your assigned agent for immediate assistance. We prioritize fair, prompt settlements and work directly with clients throughout the claims process to ensure timely resolution.
What retirement planning options exist?
We offer 401(k) plans, profit-sharing, SEPs, SIMPLE IRAs, Roth IRAs, annuities, and business succession plans with personalized guidance to meet individual and corporate retirement goals.
Can I get personalized insurance quotes?
Yes - our agents analyze your specific needs and provide competitive proposals by comparing options across 40+ insurance carriers for both personal and business coverage.
