Jonathan Kehoe

Pioneer
DISC Type : SDI

Advisor at Chapter 2

United States

Overview

Jonathan is a global talent leader with expertise in scaling organizations through data-driven hiring and executive recruitment. He has held key positions at tech companies like Flow and Wayfair, focusing on building high-performing teams in hyper-growth environments. Colleagues have described him as a cerebral, confident, and efficient leader. He holds a B. F. A. from New York University.

His fine arts background from NYU suggests an appreciation for creativity and a unique perspective on people and culture within the analytical tech industry. This blend of artistic training and data-centric professional expertise points to a leader who values both innovative thinking and measurable results in building a companys most important asset: its people.

He uniquely combines a formal education in fine arts with a career centered on data-driven talent systems for high-growth technology companies.

Personality Overview

Decisive But Friendly

Driven But Considerate

Friendly But Fast

They have the unique ability to win both love and respect from their team (or outsiders)  If they are convinced, they can become very strong champions for your product They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed

Topics They Care About

Data-Driven Hiring
His headline emphasizes "Data Driven Hiring Systems" and he has publicly endorsed hiring platforms for their consistency and data insights.
Hyper-growth Scaling
His experience includes leading people and talent functions at venture-backed startups like Flow, focusing on scaling teams during rapid growth phases.
Employer Branding
As a former leader of Employer Branding at Wayfair, he has spoken about the importance of branding company culture, especially in a virtual-first world.

Media Appearances

Jonathan has no verified media appearances

Work History

9-2025
Advisor at Chapter 2
5-2024
Head of People & Talent at Flow
6-2022 - 5-2024
Global Head of Total Rewards and Global Mobility & Immigration at Wayfair
2-2018 - 6-2022
Global Talent Acquisition & Employer Branding Leader at Wayfair
5-2017
Talent Leader at Amazon

Education

1999 - 2003
B.F.A. from New York University

More Information

Social Presence :

Prographics :

Exp : 7 Location : United States Job Level : Mid-senior Designation : Advisor at Chapter 2
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Insights For Selling To Jonathan

During A Call Or A Meeting

DO's

  • During followups, use calls or text if needed, they should be fine
  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • Mostly stick to your standard pitch and qualifying script, but add some stories or anecdotes to it

DONT's

  • Don't lean very heavily into providing too much information, sharing whitepapers etc.
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t hesitate from asking questions or pushing them, but take a formal approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jonathan is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Jonathan

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Jonathan move?

  • They are generally fast movers and can take quick decisions
  • Can Jonathan take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Jonathan

Personality Compatibility


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