Jack LeBeau

Evaluator
DISC Type : csd

Enterprise Account Executive at Checkbox

New York, New York, United States

Overview

Jack is an Enterprise Account Executive at Checkbox, specializing in AI-powered legal and workflow automation. His career highlights include consistently exceeding sales quotas at Darktrace and Luminance and being part of the founding Go-To-Market team for Checkbox in North America. He is a graduate of the University of California, Berkeley.

Outside of his tech career, Jack has a strong connection to his alma maters athletics. He was a member of the Cal Mens Golf team and continues to follow other university sports, like basketball. He was also a member of the Sigma Alpha Epsilon fraternity during his time at Berkeley.

Unique fact: Jack was a NCAA Division I student-athlete, playing on the Mens Golf team while at UC Berkeley.

Personality Overview

Fast But Analytical

Hard To Convince

Thorough Evaluator

They focus on the results, but can still be quite procedural and analytical about how to get there  They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical They are not very likely to become strong advocates of your product or service

Topics They Care About

Legal Tech Automation
His current role at Checkbox focuses on no-code automation platforms and AI-driven workflows specifically for enterprise legal teams.
Early-Stage GTM
He has a pattern of joining companies at critical growth stages, serving as the 3rd US sales hire at Luminance and part of the founding GTM team at Checkbox NA.
AI Sales Strategy
His entire recent career at Checkbox, Luminance, and Darktrace has been focused on selling sophisticated AI and machine learning platforms to enterprise clients.

Media Appearances

Jack has no verified media appearances

Work History

3-2025
Enterprise Account Executive at Checkbox
11-2023 - 3-2025
Enterprise Account Executive at Luminance
7-2022 - 10-2023
Sales Team Lead at Darktrace
2021 - 7-2022
Enterprise Account Executive at Darktrace
6-2020 - 3-2021
SMB Account Executive at Meltwater

Education

Bachelor of Arts - BA from University of California, Berkeley

More Information

Social Presence :

Prographics :

Exp : N/A Location : New York, New York, United States Job Level : N/A Designation : Enterprise Account Executive at Checkbox
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Insights For Selling To Jack

During A Call Or A Meeting

DO's

  • Showcase your competitive superiority clearly when possible or address it at the minimum
  • Showcase how you can impact results but also make sure that you share detailed information too
  • Keep a professional, business-like approach; especially if you tend to get informal quickly

DONT's

  • Avoid too much small talk, just a few formal pleasantries should be fine
  • Don’t focus on relationship, focus purely on the merit of your product
  • Avoid inviting them for any social interactions until you have built some rapport with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jack is

  • ROI matters the most to them, followed by process and finally proof of results
  • Will you ever get a clear answer from Jack

  • They might hesitate a little, but will go ahead and say no when necessary (or asked)

Insights For Deal Planning

    How fast (or slow) will Jack move?

  • They are unlikely to move very fast, especially when it comes to new products or services
  • Can Jack take some risk or not?

  • They have relatively low risk-appetite and are not very likely to go for something unproven and risky

You And Jack

Personality Compatibility


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