Go to Farm


Affordable & customizable policies, for operations of any type or size.

Go to HOME


Home insurance coverage to protect your home and belongings.

Go to AUTO


Broad, flexible coverage options available for all of your vehicles.



Protecting your business assets and your livelihood.

Go to LIFE


Protect your family for years to come with a variety of life insurance options.

Go to Specialty


Recreational vehicles, special events, and unusual risks… we’ve got you covered!

About Us

Proudly serving residents of Michigan and Wisconsin for 80 years.
Unwavering Dedication. Trusted for Generations.

Phillippo Insurance Agency has been providing insurance coverage to residents of Michigan and Wisconsin for more than 80 years. Founded in 1937, a reputation for excellence allowed the family-owned business to quickly grow and prosper.

Though much has changed in the past eight decades, Phillippo Insurance Agency’s commitment to excellence has not wavered. Contact us today - our friendly, licensed agents would be happy to provide you with a free, personalized estimate!


Meet our friendly, knowledgeable staff!

Dillon Mathews

Owner / Agent
Purchasing the agency in January 2020 with his wife Melissa. Dillon specializes in farms, municipalities, life insurance, and personal and commercial lines. Dillon is licensed in Michigan, Wisconsin, and Florida. Spending time educating people gives him daily joy in the office. When he is not in the office Dillon loves spending time in the woods in any capacity, but his favorite is bow h

Joel Phillippo

A licensed agent since 1979, Joel purchased Phillippo Insurance Agency with his wife, Hollie, in 1982 and sold to Dillon and Melissa in January 2020. Joel handles personal, commercial, and farm insurance in the agency.

Pam Swille

Agent / Customer Service
Pam joined the agency in a customer service role in 1997. Pam obtained her Michigan property/casualty agent’s license in 2003. Pam loves the small-town feel working in our office. She enjoys getting to know each and every customer. When Pam is not working, she loves spending time with family and her fur baby Husky.

Melissa Mathews

Melissa purchased the agency with her husband Dillon in January 2020 and is a licensed agent specializing in personal lines and is licensed in Michigan, Wisconsin, and Florida. She loves helping customers in any way she can, while giving the best customer service possible.

Lindsay Wangerin

Customer Service
Lindsay joined the team in 2024. She is looking forward to becoming licensed to further serve the insurance needs of our community. She is an officer in the Stephenson Parent Teacher Organization. When she’s not planning a school event for PTO she enjoys music, cooking, and above all spending time with her daughter.