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Meet Our Team

Meet the team behind Strive Medicare and the experienced advisors dedicated to helping individuals navigate their Medicare options with confidence. With years of industry knowledge and a focus on education and personalized guidance, the team works to simplify the process and help you find coverage that fits your needs.

Meet Our Team

Meet the team behind Strive Medicare and the experienced advisors dedicated to helping individuals navigate their Medicare options with confidence. With years of industry knowledge and a focus on education and personalized guidance, the team works to simplify the process and help you find coverage that fits your needs.

The People Behind Strive Medicare

At Strive Medicare, our team is passionate about helping individuals understand their Medicare options and make informed decisions about their healthcare coverage. Each advisor brings experience, knowledge, and a commitment to providing guidance you can trust.

Rick Teska

Founder & CEO 

R. Cullen Teska

Licensed Agent

Sara Teska

 Client Care Specialist

Alicia Gibbons

Director of Agency Operations & Agent

Kayla Shue

Agency Technology Support Specialist

Ashley Ream

Client Support Specialist & Agent

Clara Gale Key

Senior Client Support Specialist & Agent

Macey Englund

Agency Support Specialist

Personalized Guidance Starts Here

Medicare decisions do not have to feel overwhelming or uncertain. With the right team by your side, the process becomes clear, manageable, and easier to navigate.

At Strive Medicare, our team is committed to providing the guidance, support, and personal service needed to make confident healthcare decisions. When you are ready, schedule an appointment to connect with a licensed agent who will take the time to understand your situation and implement a plan tailored to your individual needs.

Two women sit across a desk in an office, discussing documents with computers and plants in the background.

Local Medicare Experts. Real Answers. Zero Pressure.

Strive Medicare hosts educational workshops designed to help you better understand your Medicare coverage options before making important decisions about your healthcare. In a relaxed, informative setting, you will gain clear insight into the different types of plans available, including Medicare Advantage, Medicare Supplement, Prescription Drug Plans, and Medicare Add-On coverage.

During the workshop, you will learn how each option works, how they compare, and what strategies may help reduce your overall healthcare costs. Our knowledgeable team is here to answer your questions and walk you through your choices so you can confidently select coverage that fits your health needs, budget, and future plans.

Book cover titled Making Medicare Simple by Rick Teska and Cullen Teska, with a blue background and white text.

FREE eBook – Making Medicare Simple!

An Educational Guide to Understanding Medicare 

FREE eBook – Making Medicare Simple!