Oak Tree Insurance Agency, LLC

09/04/2026

Oak Tree will be closed on Monday 09/07/2026 in observance of Labor Day. Should you need to file a claim, please visit our website for a complete list of claims numbers at www.oaktreeinsagency.com

08/28/2026

We are at the end of the voting period! ONLY A FEW DAYS left!

It’s that time of year again! 🎉

We’re excited to announce that voting for the Best of Central Mass Community’s Choice Awards begins August 17—and we’re hoping to make it 5 YEARS IN A ROW! 🏆🏆🏆🏆🏆

We’d love your support in helping Oak Tree Insurance Agency take home the title again! ❤️
Click the link: https://yourchoiceawards.com/centralmass/
Find us under: Services → Insurance Agency
Voting runs August 17–31
You can vote once per day, per email address, so don’t forget to check back and vote every day!I

We’re so grateful for our amazing clients, friends, and Central Mass community for your continued support. We couldn’t do this without you!

Celebrating the best businesses and organizations in the Central Mass area!

08/25/2026

It’s that time of year again! 🎉

We’re excited to announce that voting for the Best of Central Mass Community’s Choice Awards begins August 17—and we’re hoping to make it 5 YEARS IN A ROW! 🏆🏆🏆🏆🏆

We’d love your support in helping Oak Tree Insurance Agency take home the title again! ❤️
Click the link: https://yourchoiceawards.com/centralmass/
Find us under: Services → Insurance Agency
Voting runs August 17–31
You can vote once per day, per email address, so don’t forget to check back and vote every day!I

We’re so grateful for our amazing clients, friends, and Central Mass community for your continued support. We couldn’t do this without you!

Celebrating the best businesses and organizations in the Central Mass area!

08/19/2026

🏆 Oak Tree Insurance has been voted the #𝟭 Insurance Agency in Central Massachusetts for four years in a row... and we'd love to make it five!

If they've helped with your insurance needs, been there when it mattered most, or helped you save a little extra $$ on your policy, they'd be honored to have your vote.

Vote under: Services → Insurance Agency

Cast your vote using the link below, or search "𝟮𝟬𝟮𝟲 𝗕𝗲𝘀𝘁 𝗼𝗳 𝗖𝗲𝗻𝘁𝗿𝗮𝗹 𝗠𝗮𝘀𝘀 𝗖𝗼𝗺𝗺𝘂𝗻𝗶𝘁𝘆 𝗖𝗵𝗼𝗶𝗰𝗲 𝗔𝘄𝗮𝗿𝗱𝘀."

Thank you for your support!

08/17/2026

It’s that time of year again! 🎉

We’re excited to announce that voting for the Best of Central Mass Community’s Choice Awards begins August 17—and we’re hoping to make it 5 YEARS IN A ROW! 🏆🏆🏆🏆🏆

We’d love your support in helping Oak Tree Insurance Agency take home the title again! ❤️
Click the link: https://yourchoiceawards.com/centralmass/
Find us under: Services → Insurance Agency
Voting runs August 17–31
You can vote once per day, per email address, so don’t forget to check back and vote every day!I

We’re so grateful for our amazing clients, friends, and Central Mass community for your continued support. We couldn’t do this without you!

Let’s make it FIVE! 🎉🏆💚

Best of Central Mass Community's Choice Awards
yourchoiceawards.com
Best of Central Mass Community's Choice Awards
https://yourchoiceawards.com/centralmass/

Celebrating the best businesses and organizations in the Central Mass area!

08/13/2026

🏆 We’re nominated for Best of MetroWest! 🏆

We’d love your vote! ❤️

The MetroWest Community’s Choice Awards are here, and we’re asking our amazing community to take a moment to vote for us as Best of MetroWest.

Every vote means so much to our team and helps support our local business. 🙌

👉 Vote for us here: https://metrowestdailynews.gannettcontests.com/2026-MetroWest-Communitys-Choice-Awards/
you can find us under Services - Oak Tree

Thank you for your support, your votes, and for being part of our community! ❤️

Vote. Share. Tag a friend. Let’s make it happen! 🎉


https://metrowestdailynews.gannettcontests.com/2026-MetroWest-Communitys-Choice-Awards/
you can find us under Services - Insurance agency

Check it out now!

07/28/2026

𝗝𝗼𝗶𝗻 𝗮𝗻 𝗮𝘄𝗮𝗿𝗱-𝘄𝗶𝗻𝗻𝗶𝗻𝗴 𝗶𝗻𝘀𝘂𝗿𝗮𝗻𝗰𝗲 𝗮𝗴𝗲𝗻𝗰𝘆!

Oak Tree Insurance, is hiring an Insurance Service Representative to help clients navigate their insurance needs while delivering exceptional service.
This role is ideal for someone who is detail-oriented, thrives in a fast-paced environment, and enjoys helping others.
For four consecutive years, Oak Tree Insurance has been recognized as the Best Insurance Agency in Central Massachusetts.
That success started with dedicated team members assisting clients, answering questions, and making insurance easier to understand every day.
Ready to put your people-first approach to work?

🏠 Hybrid work opportunity: Following in-office training, employees may work from home 1-2 days per week, as staffing allows.
🔗 Learn more and apply using the link below

JOB STATUS: Non-ExemptREPORTS TO: AVP of Insurance ServicesSUPERVISES: NoneWHO WE ARE: At Central One, our values are to Deliver Exceptional Service, Work as a Team, Have Fun, and the Credit Union philosophy of People Helping People; all while striving to be C.E.N.T.R.A.L. One Ambassadors. CENTRAL s...

07/14/2026

We are closed at 12:00 today for an all staff volunteer event. We will reopen tomorrow at 8:00 am.
If you should need to file a claim, please visit our website for a complete list of company phone numbers www.oaktreeinsagency.com
Please be advised that coverage cannot be altered or bound by fax, voicemail, or email.
Thank yo

06/09/2026

Today Oak Tree will be closing for in person visits at 4:00PM but will be reachable by phone until 4:30.

Thank you!