Will Demars

Initiator
DISC Type : Di

Vice President, Sales - Americas at Hack The Box

Boston, Massachusetts, United States

Overview

Will is the Vice President of Sales for the Americas at Hack The Box, a data-literate sales leader with a degree from Bentley University. He champions a servant leadership philosophy focused on building strong teams and contextualizing go-to-market strategy. Those who have worked with him describe him as passionate, dedicated, and hard-working.

Outside of his professional life, Will is an avid wakesurfer and gamer. He is also actively involved in his community as a youth soccer coach, demonstrating a commitment to mentorship and growth that he applies both in and out of the office.

He blends a high-level career in cybersecurity sales with a hands-on passion for gaming, wakesurfing, and coaching youth soccer.

Personality Overview

Confident

Friendly Challenger

Conviction Driven

They respond well to objective pitches but also attach some value to relationships.  They don’t mind taking a stand if they believe in something. They measure a product on its merit but can be influenced by strong testimonials.

Topics They Care About

Sales Leadership
He identifies as a "passionate sales leader" with a servant leadership philosophy, focused on team building and balancing the needs of all stakeholders.
Cybersecurity Upskilling
His role at Hack The Box and posts about insider threats show a focus on building skilled workforces to close operational gaps and handle security challenges.
Go-to-Market Strategy
He lists contextualizing go-to-market strategy for diverse groups as a key part of his professional approach to innovate processes and solve problems.

Media Appearances

Will has no verified media appearances

Work History

1-2026
Vice President, Sales - Americas at Hack The Box
12-2024 - 2-2026
Senior Director, Sales - Americas at Hack The Box
1-2024 - 9-2024
Senior Director, Sales, North America at LastPass
4-2023 - 1-2024
Director, Enterprise and Commercial Sales at LastPass
1-2023 - 5-2023
Senior Manager, Enterprise Sales at LastPass

Education

2005 - 2009
BS from Bentley University
2001 - 2005
College Preparatory from Pelham High School

More Information

Social Presence :

Prographics :

Exp : 16 Location : Boston, Massachusetts, United States Job Level : Senior Designation : Vice President, Sales - Americas at Hack The Box
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Insights For Selling To Will

During A Call Or A Meeting

DO's

  • Clearly address the competitive aspects
  • Acknowledge their status and position during the conversation
  • Focus on the big picture and the strategic value of your product

DONT's

  • Don’t be very informal even if they are being so themselves
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t keep repeating the same information, it could make them impatient

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Will is

  • Belief in the value of the product, relationship and a sense of accomplishment matter the most.
  • Will you ever get a clear answer from Will

  • They are not shy of saying no if they do not develop trust in your product.

Insights For Deal Planning

    How fast (or slow) will Will move?

  • If they develop confidence in your product and you, then they can make fast decisions.
  • Can Will take some risk or not?

  • If necessary, they have the ability to take risky decisions.

You And Will

Personality Compatibility


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