Jayesh S.

Wildcard
DISC Type : SIc

Sr. Director, ITOps & Engineering at Oak Street Health

Greater Chicago Area, United States

Overview

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.

Personality Overview

ROI Driven

Friendly But Slow

Requires Proof

They are often friendly and nice, but can sometimes suprise you with their piercing questions  They typically tend to be late adopters even when they seem friendly and excited about what you have to sell They are unlikely to ever become strong champions even when the conversations are going well; you should focus on cultivating other champions

Topics They Care 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.
Healthcare Technology
He has spent a significant portion of his career in healthcare IT at organizations like Oak Street Health and Northwestern Medicine, focusing on mission-critical systems.

Media Appearances

Jayesh has no verified media appearances

Work History

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

Education

Jayesh has no verified education history

More Information

Social Presence :

Prographics :

Exp : 24 Location : Greater Chicago Area, United States Job Level : Senior Designation : Sr. Director, ITOps & Engineering at Oak Street Health
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Insights For Selling To Jayesh

During A Call Or A Meeting

DO's

  • Focus on immediate action-items rather than the larger goals
  • Invite them for a social do but don’t rely solely on the relationship
  • Ask them questions to understand their needs better while staying affable

DONT's

  • Don’t overhype the product/pitch, keep it measured
  • Avoid phrases like ‘trust me’, ‘you will just love it’ etc.
  • Do not sound overly eager, modulate your energy levels especially if you are generally enthusiastic

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jayesh is

  • Clear proof of product value matters to them, followed by others' testimonials and rapport.
  • Will you ever get a clear answer from Jayesh

  • They are likely to give you a clear answer without taking you around in circles. However, if you share a good relationship, they might not be so forthcoming.

Insights For Deal Planning

    How fast (or slow) will Jayesh move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Jayesh take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Jayesh

Personality Compatibility


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