Silas Jessup, Medicare Insurance Agent

About Me

Silas Jessup has worked as an insurance advisor and consulted with individuals and small business owners since 2001. He helps clients protect their assets while also implementing strategies to mitigate rate increases and maximize any available tax advantages. Silas is also a recognized Medicare specialist. He partners with top insurance carriers to provide clients with private Health, Life, Supplemental, Long Term Care, Disability, and Medicare Insurance options.

Silas also serves as a Territory Vice President and Executive Sales Leader with HealthMarkets Insurance Agency. In these roles, Silas recruits, hires, trains, mentors, and motivates a team of over 100 insurance professionals. HealthMarkets advisors meet with clients by individual appointment to review their situation, analyze their options, and provide informed counsel.

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My Google Reviews

80 Total Reviews   (5.0 )

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Karen Call
September 23, 2026

Tanya was extremely professional, kind, and truly listened. She made the insurance process easy and stress‑free. I appreciate her care and attention.

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Dee
September 21, 2026

They keep me updated. Also help me to choose what is best for me. Thank you Tanya very much!!!

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Kyle K
July 10, 2026

Two different agents have helped me out at two different points in my life, Sondra G. & Justin W. Definitely would recommend this office to anyone.

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Kathryn Detweiler
July 7, 2026

Ridge was always so helpful!!!

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Jonathan Dolph Sr.
June 24, 2026

Sondra helped my wife & I with our insurance needs. She is extremely knowledgeable & a great teacher! She guided us through the process from beginning to end.