Gillespie Insurance Services

The family-owned insurance agency and brokerage based in Redlands, CA.

Thank you for stopping by.

We’re a family-owned insurance agency and brokerage based in Redlands, CA that provides specialized insurance services for specific types of businesses. Our roots are in agriculture and we’re still grounded there, although we’ve branched out and learned how to properly insure a few other types of businesses as well.

We’ve been around since 1986 and are rolling with the changes as we get deeper in the 21st century with its unique challenges and ways of doing business. We like to think of ourselves as classic, yet relevant.

You might be asking: those “specific types of businesses” mentioned above – what are they?” That’s a great question. Scroll down a few inches and find out!

Also, please browse around our site and get to know us! Meet our team here.

Oh, and one more thing: in addition to insuring businesses, we also insure people and the things that matter most to them like their homes, cars, boats motorcycles, etc. You can also read about them when you scroll down.

What makes us different than other insurance agencies?

  • We live by the promises we make to you.
  • We are continual learners and we update our insurance knowledge regularly.
  • We value communication, understanding, and setting expectations.
  • Our standards of service are based on putting ourselves in your shoes first.

Our Mission

To help our clients achieve their goals by reducing the risks that impede their progress…..

and provide a positive customer experience in the process.


Looking For A Specific Person?

If you want to contact one of us directly, go to our Meet Our Team page which has all the info you need.

Meet Our Team

Service Center

Our Service Standards

Our commitment is to provide our clients with a clear understanding of our agency service standards. You have a right to expect prompt response to your insurance protection needs and we commit to you the following service standards:

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Gillespie Insurance Services helps people and businesses in California, Arizona and Nevada.

How To Deal With State Fund If You Must

In California, the State Compensation Insurance Fund aka "St...

  • July 28, 2016
  • Eli Gillespie

Workers Comp: How Do You Classify An Employee That Performs Multiple Duties?

Ah, the mysterious and elusive Workers Comp.  It's the simp...

  • July 21, 2016
  • Eli Gillespie

What Is Your Total Cost Of Risk?

Since the future is unknown, the range of bad things that ca...

  • July 06, 2016
  • Eli Gillespie

What Is Risk Management?

What is Risk Management?  A common misconception among th...

  • June 29, 2016
  • Eli Gillespie

Insuring A Cave

Caves have been a part of human existence ever since the beg...

  • June 14, 2016
  • Eli Gillespie

What Is A Third Party Administrator?

Third Party Administrators.  What are they?  If you've had...

  • June 07, 2016
  • Eli Gillespie