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Jessie Herman
Jessie Herman
 
July 10, 2026

Jessie Herman has dedicated more than a decade to the insurance industry, beginning her career in 2012 with a deeply personal sense of purpose. After experiencing a life-altering car accident that led to the discovery of a brain tumor, Jessie gained firsthand insight into the emotional and financial burden of medical care, even with insurance coverage. Facing over $30,000 in out-of-pocket expenses, she was inspired to become an agent who could help others better navigate the complexities of coverage and avoid similar hardships. This experience shaped her compassionate, client-first approach and continues to drive her commitment to advocacy and education.

Throughout her 14-year career specializing in the senior market, Jessie has found the greatest reward in being a trusted advisor during some of her clients’ most vulnerable moments. She has guided countless individuals and families in understanding their coverage options, emphasizing the value of comprehensive protection through ancillary products such as cancer, heart attack, and stroke insurance. One especially meaningful success involved helping a mother and son restructure their finances to qualify for Medicaid support, ensuring the mother could receive hospice care at home while the son accessed the care he needed as well. Stories like these reflect Jessie’s belief that her work has truly enriched the lives of those she serves.

As Jessie prepares for retirement, she looks forward to embracing new adventures, including traveling the world, visiting national and state parks, and celebrating her daughter’s upcoming wedding. While she plans to enjoy time at her mountain cabin and explore destinations like South America, Australia, and New Zealand, her legacy of care and dedication to her clients will continue. Jessie takes pride in having helped her clients feel prepared and protected, and she remains confident they will continue to receive the same high level of service moving forward.

What Happens Now?  

From this point forward, Emily Greene with Senior Allies will take over the servicing of Jessie's customers. Here’s what her customers can expect from our dedicated service team:  

  • Policy reviews each and every year  
  • Education-first approach  
  • Rate shopping to save you hundreds – or even thousands – on premiums  
  • Underwriting help, or finding a company that will accept you despite any ongoing medical issues  
  • All-star service whenever you need it  

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What our clients say…

Very helpful, Extremely nice people to work with
G. H., Customer

Our team of dedicated, licensed agents can help you as little or as much as you need. Whether it’s answering a few questions about Medicare or creating a comprehensive Medicare Planner with you, we are your Senior Allies.

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Luke HockadayLuke Hockaday
Customer Success Rep
Broderick RowcliffBroderick Rowcliff
Customer Success Rep
Joe AuvilJoe Auvil
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Amanda CreamerAmanda Creamer
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Rochelle McAteeRochelle McAtee
Customer Success Rep
Emily GreeneEmily Greene
Customer Success Rep
Kaylie WeidemanKaylie Weideman
Customer Success Rep
Sandi BoonenbergSandi Boonenberg
Customer Success Rep
Karlee McAteeKarlee McAtee
Customer Success Rep
Carlee EmbertonCarlee Emberton
Customer Success Rep

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