Wyatt Kapastin in

Wyatt Kapastin

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CEO and Co-Founder at Boost Health AI
📍 Greater Chicago Area, United States

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.

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Experience
17 Years
Current Role
CEO and Co-Founder
Job Level
Leadership
Location
Greater Chicago Area, United States
Personality Overview

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Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Wyatt cares 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.
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Career

Work history

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

Media appearances

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Education
1994 - 1998
BS
William & Mary
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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