Wyatt Kapastin

Energizer
DISC Type : I

CEO and Co-Founder at Boost Health AI

Greater Chicago Area, United States

Overview

Wyatt Kapastin is the CEO and Founder of Productive Edge and Co-Founder of Boost Health AI, focusing on healthcare digital transformation. A driven entrepreneur with a BS from William & Mary, he specializes in applying AI and modern data platforms to solve complex industry challenges. People who have worked with him describe him as brilliant, honest, and dedicated.

Wyatt has shown a commitment to community and social causes through his companys partnership with CrossPurpose, a nonprofit focused on abolishing poverty through career development. He has also personally supported philanthropic organizations, including the Greater Chicago Food Depository and the CLL Society.

He is a serial entrepreneur, having also co-founded Edge Experiential, a company creating immersive experiences in iconic venues.

Personality Overview

Informal

Imaginative

Relationship Oriented

They are not always early adopters but can be pursuaded by leveraging strong relationships.  They are people oriented, friendly and like creating new connections. They excel at seeing the bigger picture, and the long-term impact of their decisions.

Topics They Care About

AI in Healthcare
Recently launched Boost Health AI, an Agentic AI company built to rewire health plan operations for efficiency, compliance, and scale.
Reducing Admin Waste
His company, Boost Health AI, directly addresses administrative burdens and costs in healthcare by unlocking complex payer rules and policies.
Entrepreneurship
Has founded or co-founded multiple ventures, including Productive Edge, Boost Health AI, and Edge Experiential, demonstrating a passion for building new companies.

Media Appearances

Wyatt has no verified media appearances

Work History

9-2025
CEO and Co-Founder at Boost Health AI
4-2008
CEO at Productive Edge
1-2018
COO at Edge Experiential
IT Delivery Manager at Sears Holdings Corporation
Director of Systems Development at Destiny Health

Education

1994 - 1998
BS from William & Mary

More Information

Social Presence :

Prographics :

Exp : 17 Location : Greater Chicago Area, United States Job Level : Leadership Designation : CEO and Co-Founder at Boost Health AI
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Insights For Selling To Wyatt

During A Call Or A Meeting

DO's

  • Talk about their team and how your product will help them do things better and easier
  • Use phrases like ‘people will love’, ‘massive impact’ etc.
  • Share some stories about how you you have helped people in similar positions succeed

DONT's

  • Avoid ifs and buts, don’t talk too much about the risks etc.
  • Don’t push them to make a decision too fast, let them get comfortable first
  • Don’t be excessively objective, be a storyteller

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Wyatt is

  • Relationship and trust can be vital with them, sometimes more than anything else.
  • Will you ever get a clear answer from Wyatt

  • They are unlikely to say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Wyatt move?

  • They are not the fastest decision makers, their friendly approach can give false positive signals.
  • Can Wyatt take some risk or not?

  • They can take certain risks that are unlikely to have personal consequences.

You And Wyatt

Personality Compatibility


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