Stephenson Insurance Group

10/09/2026

Thank you to Osceola Chamber Main Street for sponsoring one of our favorite events of the year! We had a great time golfing in the annual OCMS Golf Tourney at Osceola Municipal Golf Course. Lots of local business support and great people to make this a fun day!

09/30/2026

We got TEA-BOMBED!🤩

Thank you, Nutrition Hub for making our Wednesday morning even better!

09/29/2026

Thank you Southern Hills Specialty Care for making National Coffee Day here at SIG even better!

09/22/2026

It’s Restaurant Week!🥳

And of course, we had to stop by one of our favorite spots right here in Osceola!

Keller’s fall specials did not disappoint - the Pork, Ham, Bacon, Swiss & Caramelized Onion Sandwich is amazing! And don’t forget to grab a pumpkin bar too!

Whether you’re checking out Restaurant Week specials or just looking for a great local meal, Keller’s is always a must-try!

09/14/2026

Some days are just better than others....

Christmas morning. 🎄
The last day of school. ✏️
A Friday before a three-day weekend. 🙌

But every once in a while, a day comes along that just hits different…

✨ CALENDAR DAY AT SIG. ✨

Our new calendars are officially IN and ready for you! Come get 'em while they're hot! 🔥

09/04/2026

Reppin’ our favorite team for Homecoming Friday!🏈🤩

Let’s go Clarke!

08/27/2026

08/26/2026

‼️ Back to school‼️📚✏️

And you know what that means… back to busy! 🚗💨

With school back in session, we’ve got:

🚸 More kids in school-crossing zones
🚌 School drop-offs & pick-ups
⚽ After-school activities
🚗 And a whole lot more going on around us!

More traffic + busy schedules = even more reason to slow down, stay alert, and watch out for one another.

And whatever you do… don’t be like Kaitlyn and hit the road before knowing if you’re fully covered…

Before the back-to-school craziness gets into full swing, take a moment to make sure your auto insurance coverage is keeping up with you, too.

Stop in and review your policy today! We’re always here and always happy to help. 🏡🚗

08/21/2026

Check out our upcoming schedule below and make sure to save these dates so you know when we’ll be open, closed, or operating with adjusted hours.

We look forward to serving you. As always, thank you for your continued support!