Call Oshkosh: (920) 379-6715Schedule now
Jim StreyKyle Radke
Oshkosh, Wisconsin · Since 2009

Medicare insurance in Oshkosh, from people you can meet.

The 2027 plans come out October 15th.

The 64 Pathfinder™ finds your path: your doctors, your prescriptions, your costs, the plans that fit.
Local, licensed, no obligation.

Try the 64 Pathfinder
★★★★★23 five-star Google reviews in Oshkosh·1,682 five-star Google reviews across our offices

Talk to a person

Call the Oshkosh office

Monday to Friday, 9 to 5. Ask for Jim or Kyle. If we do not answer, we are with another client. Send a text or leave a message and we get back to you within a few hours, at most 24.

(920) 379-6715

Email Team@AreYou64.com

Zoom with us

A real face, from your couch. Open enrollment Zoom hours are being set. Tell us and you hear first.

Tell me when

Schedule an appointment

120 Jackson St STE 120, Oshkosh, WI 54901

Phone or office. You pick on the calendar.

Schedule now

We're your neighbors

Oshkosh and the Fox Valley. Jackson Street in Oshkosh. Appleton, Neenah, Fond du Lac and the Fox Valley. We serve Winnebago, Outagamie and Fond du Lac counties, and the plans and the doctors here are the ones we know.
Medicare open enrollment · October 15th to December 7th

Live seminars in Oshkosh

Real help, local knowledge, national resources, and a straight answer on whether your plan stays or goes. The presentation runs about 45 minutes and we are in the room about two hours.
Monday, October 19th11 AM, 2 PM and 5 PM CT
Oshkosh · Oshkosh Chamber of Commerce
Save my seat
Tuesday, October 20th10 AM, 1 PM and 4 PM CT
Oshkosh · Oshkosh Chamber of Commerce
Save my seat
Two Oshkosh dates on the tour. Free. Bring your Medicare card.

Have a question? Ask us anything.

No spam. No pressure. A real person in Oshkosh answers.
If you share your number, we only use it to get back to you.

What Oshkosh says

★★★★★

Great care. Very informative. Great rate. I'm glad I accepted the call from him. He helped me sign up for medicare (everyone else told me I wasn't in the system). He was attentive and got it done for me.

Brenda W., Google review · Oshkosh office · July 2026
★★★★★

Great service! Very detailed help and personal attention. Mr. Frasher was a terrific advocate for my Medicare decisions. I would not have completed the sign up without his diligent and professional help. Highly recommend this sevice!

Matthew M., Google review · Oshkosh office · June 2026
★★★★★

Brett was awesome! His friendly, helpful personality, expertise and knowledge and dedication to finding the best possible plan was exceptional! I would truly give more than 5 stars if I could!

Medicare C., Google review · Oshkosh office · November 2025

Your Oshkosh team

Jim StreyJim StreyOshkosh
Kyle RadkeKyle RadkeOshkosh

The office

64 Insurance Group of Oshkosh

120 Jackson St STE 120, Oshkosh, WI 54901
Monday to Friday, 9 to 5

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Also nearby: every office

The people behind every office

Chip LewisChip LewisFounder and CEO
Brett EureBrett EureVice President
Kim MurrayKim MurrayOperations Manager
Keone Tai HookKeone Tai HookClient Solutions
Amber LineberryAmber LineberryClient Services
★★★★★
1,682 five-star Google reviews across our offices.
Schedule nowCall Oshkosh