Jayesh S. in

Jayesh S.

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Sr. Director, ITOps & Engineering at Oak Street Health
📍 Greater Chicago Area, United States

Jayesh is the Vice President of Infrastructure & Engineering at Oak Street Health, described as a calm and knowledgeable leader. He is a technology executive and military veteran with deep expertise in IT automation, cloud infrastructure, and large-scale virtualization, having progressed from the help desk to the executive suite.

Colleagues praise him as a great technologist and a supportive manager who is deeply focused on the career development of his team members. He has a proven track record of mentoring individuals into leadership roles and is known for his stellar work ethic and ability to foster collaboration.

Unique fact: Jayesh architected his career from a help desk role all the way to a VP position, shaping a 360° view of technology leadership.

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Experience
24 Years
Current Role
Sr. Director, ITOps & Engineering
Job Level
Senior
Location
Greater Chicago Area, United States
Personality Overview

How Jayesh shows up

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 Jayesh cares about

IT Infrastructure
His entire career, from Accenture to Oak Street Health, has focused on designing and managing complex infrastructure solutions, including data centers, cloud environments, and endpoint management.
Automation & Scalability
His profile highlights his role as an "Automation & Scalability Architect, " and a recommendation notes his work on implementing automation projects from brainstorming to completion.
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Career

Work history

4-2021
Sr. Director, ITOps & Engineering
Oak Street Health
7-2022
Vice President, Information Technology at Oak Street Health
Oak Street Health
4-2021
Director Information Technology Services
Northwest Community Healthcare
6-2014 - 9-2018
Manager of Information Technology
Northwestern Memorial HealthCare
7-2011 - 6-2014
Emerging Technology Innovation Manager
Accenture
In the press

Media appearances

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Education

Jayesh has no verified education history

Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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