Celebrating 100 years of Stapleton Insurance. 1927–2027.See the story
Stapleton Insurance Benefits, 100 Years Strong, 1927 to 2027

A lot can change in 100 years.
How you treat people shouldn’t.

Stapleton team members meeting around a conference table

A family business.
Built on relationships.

Four generations after opening our doors in Swanton, Ohio, Stapleton Insurance Group remains an independent, family-owned agency. Today, we have six offices serving northwest Ohio and southeast Michigan, and we work with multiple insurance carriers to help individuals, families and businesses find coverage that fits their needs.

We’ve grown a lot over the years. But our commitment to personal service, local knowledge and lasting relationships hasn’t changed.

The Stapleton difference.

Independent by design

We’re not tied to one insurance carrier. That gives us the flexibility to explore options and help clients find coverage that works for them.

Local people.
Local decisions.

Our team lives and works in the communities we serve. When you need us, you’re talking to someone who knows the area and can help.

Relationships that last

We take the time to get to know our clients and remain a resource as their needs change.

Experience you can count on

Four generations of family ownership and a growing team of experienced professionals bring valuable knowledge to every client relationship.

The values behind everything we do.

Leadership

We lead by example, take responsibility and look for ways to make a positive difference.

Customer Service

We listen, respond and put our clients first in everything we do.

Community

We give our time, resources and support to the communities we call home.

Collaborative

We work together, share knowledge and support one another to better serve our clients.

Competitive

We challenge ourselves to improve and deliver our best every day.

Professionalism

We approach every interaction with integrity, accountability and respect.

Innovative

We’re always looking for better ways to work and serve our clients.

Family

We treat our team and clients with the care and respect we’d want for our own.

1927
Year founded
100
Years strong
6
Local offices
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Agencies joined

Meet our leadership team

Byrne Stapleton

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Aaron [Surname]

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Dave [Surname]

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Brad [Surname]

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Bryan [Surname]

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Stapleton Insurance Benefits, 100 Years Strong, 1927 to 2027
R.E. Stapleton, founder
R.E. “Rudy” Stapleton, who founded the agency in 1927.

100 years. Four generations.
One Stapleton.

A lot has changed since 1927.

The way we live. The way we work. The way we do business. But at Stapleton Insurance Group, some things have stayed the same.

It started in Swanton, Ohio, when R.E. “Rudy” Stapleton founded a small insurance agency. His approach was simple: build relationships, serve clients well and be someone people could depend on.

That approach laid the foundation for the next 100 years.

A century in the making

1927 –
Where it
all began

R.E. “Rudy” Stapleton establishes the agency in Swanton, Ohio.

[Year] –
The next generation

[TBD]

[Year] –
Growing
our reach

[TBD]

[Year] –
Welcoming Keller Insurance

[TBD]

[Year] –
Welcoming Roth Insurance

[TBD]

2027 –
Celebrating
100 years

Stapleton Insurance Group celebrates a century of service, family ownership and community relationships.

A look back through the years

Portrait of R.E. Rudy Stapleton
R.E. “Rudy” Stapleton, founder
1930 newspaper ad for Rudy Stapleton General Insurance automobile coverage
Auto insurance ad, 1930
World War II era newspaper ad for War Damage Insurance from the Rudy Stapleton Insurance Agency, Swanton
War Damage Insurance ad, 1940s
Portrait of Jim Stapleton, 1959
Jim Stapleton, 1959
November 2000 newspaper article: Family owned Stapleton Insurance Group debuts in Sylvania, with a ribbon-cutting photo
Sylvania office opening, 2000
2022 Stapleton 95 Years Strong ad: Trusted for generations
95 Years Strong ad, 2022

Anniversary film

Reserved slot: shown only if a film is commissioned

Our communities.
Our commitment.

We’re proud to support the communities that have supported us for generations. Through local partnerships, sponsorships and volunteer efforts, we give back to organizations making a difference throughout northwest Ohio and southeast Michigan. It’s one more way we put our values into action – both inside and outside the office.

Explore our community involvement
Stapleton team members presenting a $1,000 Charity of Choice check to The Center for Child and Family Advocacy in Fulton County

Let’s talk.