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Strategic Insurance Group

Insurance Agency in Winona, MN

Strategic Insurance Group was built to provide a better way to insure everything that matters most to you. The agency is built on three foundational concepts that set us apart from our competitors and improve your experience.

Risk Review

The first step is getting to know you a little better. This allows us to assess the risks you and your family face, and determine appropriate coverage to cover those risks. This helps ensure you won’t be surprised when you need to make a claim.

Comparison Shopping

Most insurance companies have one or more target markets for whom they offer the best rates. We retrieve quotes from among 20 highly rated insurance companies to align you with the company that offers you the best rates. This often means saving money without sacrificing coverage.

Local Assistance

Change is constant. We’ll be here in person or online to help you along the way, keep your coverage up to date, and assist when you need to make a claim. Experiencing a loss can be a stressful time. We aim to get you back to normal as quickly and painlessly as possible.


  • I've been getting insured with Cody for a number of years, and his willingness to explore all options to find the right fit are absolutely unmatched!

    jeremiah hall Avatar jeremiah hall
    May 16, 2023

    I highly recommend Cody for any of your insurance needs. Cody helped us get our Tree business covered in a very timely manner. Thanks again Cody!

    Isaak Gierok Avatar Isaak Gierok
    April 23, 2023

    Amazing service. Cody is always available and extremely helpful. Takes care of all my requests very quickly and provides answers to any questions that you have. Definitely recommend Cody for... read more

    Kyle Avatar Kyle
    April 12, 2023
  • I have had Cody as my agent for years and he continues to find me huge discount rates. It’s safe to say that I will be a client for life!... read more

    Cole Volkman Avatar Cole Volkman
    December 23, 2022

    Cody is by far the best person I've ever worked with for insurance! He found a solution a couple times for my impossible situation and got me coverage when no... read more

    Katie Hubof Avatar Katie Hubof
    December 23, 2022

    Cody reached out and was able to beat all of the competition by at least $500 a year! Easy to work with, better coverage and so knowledgeable at the same... read more

    Amie Kruger Avatar Amie Kruger
    September 23, 2022
  • Cody is by far the best insurance agent I’ve ever had! He takes the extra step with each and every one of his clients. I would recommend him to anyone!

    Willow Gibbons Avatar Willow Gibbons
    July 15, 2022

    Cody is the best agent I’ve worked with in many years! Pricing was great, I received a quote back right away, and he answered all my questions. Thanks... read more

    Mike Avatar Mike
    July 15, 2022

    Cody was awesome! Was willing to do a lot for me and get me a great deal on 2 vehicles and a horse trailer saving me over $1,300 a year... read more

    destiny s Avatar destiny s
    February 18, 2022


Cody Pellowski

Cody Pellowski

Owner & Agent

Cody Pellowski is owner and agent at Strategic Insurance Group in Winona, MN. He began his career as an agent for Farm Bureau Financial Services, where he developed a passion for helping families, business owners, and first time home buyers protect their loved ones and lifestyle.

In order to better serve his clients, he founded Strategic Insurance Group in 2021 as an independent insurance agency. Being independent means Strategic Insurance Group is able to write insurance with many insurance companies, finding the best fit between client and company.

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