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

90 Total Reviews   (5.0 )

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Mark Sandock
November 5, 2026

Sondra is so knowledgeable and helpful in a very comfortable way. She listens. She explains. She cares!

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Judy Snider
November 3, 2026

Sondra Gardetto’s knowledge, patience and kindness are invaluable to us! I sing her praises whenever I hear anyone confused or nervous about choosing the right Medicare supplement or ACA Insurance plan. We appreciate her so much!

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maggie hope miller
October 29, 2026

SONDRA IS EVERYTHING! She has changed my life in that I’m not afraid of talking to insurance people anymore. She truly listens and wants what is best for me as a client.

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Kay Klopfenstein
October 28, 2026

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Reg Klopfenstein
October 28, 2026