Silas Jessup, Medicare Insurance Agent
Silas Jessup
HealthMarkets Insurance Agency
Medicare Agent Licensed in IN, FL, IL, MI, OH and TN
25+ Years of Experience
Contact Details
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Serving
Dunlap, IN
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Phone
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Website
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Silas Can Help With:
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.
Directions to My Office
My Google Reviews
78 Total Reviews (5.0 )
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.
June 22, 2026
Silas and his team are smacking and excellent service. Wouldn’t go anywhere else!
June 19, 2026
Tanya has been very helpful and patient answering all of our questions. We suddenly needed insurance last year and she helped Kerry and I find a plan and is now very helpful as we move to Medicare. Need help with insurance give them a call!!!
May 28, 2026
This was our fourth (fifth?) year with Sondra and as usual, she was professional, personable, and a great asset for our insurance questions. Looking forward to our next appointment. (Can you believe someone would actually look forward to discussing health insurance?)
May 27, 2026