Jess Southwell

Decisely by Decisely
Jess Southwell

Jess Southwell | ICHRA

SVP, GM, Amazon & ICHRA at Decisely

Expertise
  • Product strategy and client success leadership
  • ICHRA and employee benefits solutions
Education
  • BHA, Health Care Administration/Management – Roberts Wesleyan University
About the Author

Jess Southwell is the SVP, GM of Amazon and ICHRA at Decisely. With over 15 years of experience, she is a healthcare and technology leader focused on building and scaling client-centered teams and solutions in complex, highly regulated environments. Her background spans product, operations, and client experience, with expertise in health tech, benefits strategy, and consulting. At Decisely, Jess leads the Amazon client partnership, and ICHRA platform strategy, aligning product development, client success, and service delivery to create seamless, scalable solutions. Her work focuses on improving processes, integrating systems, and helping organizations deliver clearer, more accessible benefits experiences.

Why choose ?

We’ve helped thousands of small businesses offer smarter, more affordable benefits. From flexible healthcare to hands-on HR tools, we make it easy to support your team without overloading your plate. You stay focused on your business—we’ll handle the rest.

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