Business Details
50+ Years
experience
Your Trusted Partner for Comprehensive Insurance Solutions
Flagship Insurance Services was founded in 1942 with a commitment to integrity, industry leadership, and excellence. We specialize in delivering tailored insurance solutions for businesses and individuals, combining strategic planning, professional services, and technology-driven tools to ensure sustained customer satisfaction. Our team of proven professionals works as your consultant, guiding you through insurance options, advocating during claims, and offering competitive pricing.We provide one-stop shopping for a comprehensive range of products, including employee benefits, healthcare, life insurance, and business coverage. With decades of experience and a focus on risk management, we analyze your needs, design protection programs, and select insurers best suited to your situation. Our dedication to compliance, ongoing service, and cost-saving strategies has earned us a strong reputation across Minnesota and beyond.
Services
Employee Benefits
Business Insurance
Healthcare Insurance
Life Insurance
Auto Insurance
Home Insurance
Travel Insurance
Retirement Plans
Disability Insurance
Medicare Plans
Details
- Year established: 1942
Highlights and features
- We offer over 40 years of combined experience in insurance consulting and risk management.
- Our team provides certified expertise in healthcare reform and compliance solutions.
- We deliver personalized service with a focus on cost-saving strategies and transparency.
- Our one-stop shopping model covers all insurance needs from a single trusted source.
- We maintain long-term partnerships with top-tier insurance carriers nationwide.
Services
Employee Benefits
We design comprehensive employee benefit packages including health, dental, disability, and retirement plans. Our experts help employers navigate ACA compliance, implement cost-saving strategies, and maintain competitive offerings. We provide ongoing support for plan administration, employee education, and regulatory compliance.
Business Insurance
Our business insurance solutions protect companies of all sizes with property, liability, workers' compensation, and specialized coverage. We offer risk assessment, policy customization, and claims advocacy. Our services include cyber liability protection and directors & officers liability insurance.
Healthcare Insurance
We provide individual and group healthcare plans from major providers like Blue Cross Blue Shield. Our services include Medicare options, health savings accounts, and ACA-compliant plans. We offer online quoting and application assistance for convenient coverage selection.
Life Insurance
We offer term and permanent life insurance solutions to protect families and businesses. Our experts help clients understand policy options, determine appropriate coverage amounts, and implement estate planning strategies that safeguard financial obligations.
Retirement Plans
We help businesses establish 401(k) plans and individuals create retirement strategies through IRAs and annuities. Our services include investment selection guidance, tax-advantaged planning, and rollover options for existing retirement accounts.
People
Jennifer Sherman Stratton
Chief Executive Officer
With nearly 30 years in employee benefits, Jennifer specializes in health insurance and strategic planning. She has grown the company by 20% through client-focused solutions and holds degrees in Insurance & Risk Management and Finance from the University of Minnesota.
Nick Kuchenbecker
Chief Growth Officer
Nick earned a Business Management degree from Minnesota State University and has helped over 4,000 clients save $50 million in tax savings. He specializes in FSA, HSA, and ACA compliance solutions for employee benefits.
Dave Sherman
Founder/Agent
Dave holds economics and accounting degrees with advanced certifications in insurance. He served as CFO for manufacturing companies for 21 years before leading Flagship Insurance Services, bringing expertise in business insurance and investments.
Erik Westrum
VP of Sales
With over a decade in insurance sales, Erik combines leadership coaching experience with strategic growth expertise. He focuses on client relationships and team development while maintaining a strong community involvement commitment.
Lisa Brown
Director of Operations
Lisa earned business administration and MBA degrees from Rasmussen University. She manages benefit enrollment services and HR consulting, balancing technical expertise with family commitments while serving clients across multiple states.
Questions
How does Flagship Insurance help me choose the right coverage?
Our certified agents analyze your unique needs and provide personalized recommendations from over 40 insurance carriers.
What geographic areas do you serve?
We serve clients across Minnesota, North Dakota, Wisconsin, Florida, Colorado, Arizona, and Texas.
What types of business insurance do you offer?
We provide property, liability, workers' compensation, cyber liability, and specialized commercial coverage options.
Do you offer retirement planning services?
Yes, we offer 401(k) plans, IRAs, annuities, and other retirement investment options for businesses and individuals.
How do you handle insurance claims?
Our team advocates for you throughout the claims process to ensure fair and prompt settlements.
Are you an independent insurance agency?
Yes, we're an independent agency representing multiple carriers to find you the best coverage options.
