Chad Bennett

Enthusiast
DISC Type : i

Chief People Officer at Attentive

Cambria, California, United States

Overview

Chad Bennett is the Chief People Officer at Attentive, where he leads the global people strategy. He has extensive experience in high-growth technology companies, having previously served as the CHRO at Wrike, guiding the company through a significant acquisition by Citrix. He holds a Bachelor of Science from San Diego State University.

He has a demonstrated history of scaling people functions and building strong company cultures to empower employees and drive business success.

Personality Overview

Consensus Focused

Non-Confrontational

Amiable & Agreeable

They prefer to build relationships rather than staying totally transactional.  Unlike D or C types, they are convinced more by stories and testimonials. They tend to be agreeable by nature, so take their promises with a pinch of salt.


Topics They Care About

Scaling Company Culture
As a people leader at high-growth companies like Wrike and Attentive, he focuses on intentionally building and scaling a strong employee culture.
Executive Mentorship
He serves as a faculty member and mentor for PE-Xcelerate, an organization that helps prepare executives for success in private equity-backed companies.
Talent Cultivation
His professional focus is on creating environments where talent can thrive, frequently sharing posts about joining his team and achieving remarkable things together.

Media Appearances

Chad has no verified media appearances

Work History

8-2025
Chief People Officer at Attentive
11-2023
Faculty & Mentor at PE-Xcelerate Executive Solutions
1-2022
Owner at CB Human Capital Consulting
9-2022 - 2-2023
Chief People Officer in Residence; Advisor at CommerceIQ
6-2020 - 12-2021
Chief Human Resources Officer at Wrike

Education

Bachelor's of Science from San Diego State University

More Information

Social Presence :

Prographics :

Exp : 4 Location : Cambria, California, United States Job Level : Leadership Designation : Chief People Officer at Attentive
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Insights For Selling To Chad

During A Call Or A Meeting

DO's

  • Ask them how their day is going or exchange some other pleasantries
  • Speak from experience about success that the product has seen with other customers
  • Refer to interesting customer testimonials and stress on great customer experience

DONT's

  • Don’t be too formal with them, they trust informality more
  • Don’t push them for a direct ‘no’, take lack of ‘yes’ as ‘no’ after some time
  • Don’t be excessively objective, be like a storyteller with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Chad is

  • Relationship and rapport are valuable for them, but so is proven product value.
  • Will you ever get a clear answer from Chad

  • They are unlikely to say no directly.

Insights For Deal Planning

    How fast (or slow) will Chad move?

  • They are not very fast decision makers, even while they continue to stay engaged.
  • Can Chad take some risk or not?

  • They can take some low-probability risks if needed.

You And Chad

Personality Compatibility


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