Alex Pilson

Commander
DISC Type : D

Senior Director of Solution Engineering at WorkSpan

St. Petersburg, Florida, United States

Overview

Alex Pilson serves as the Senior Director of Solution Engineering at WorkSpan, leveraging over 25 years of experience to bridge technology with go-to-market execution. He specializes in building high-performance teams and driving co-sell motions with global hyperscalers. Colleagues describe him as a gifted web engineer and a trusted advisor.

Beyond his corporate technology career, Alex has a significant entrepreneurial background as the founder of Reds Racing USA. He successfully built the brand’s entire North American distribution network from the ground up, demonstrating a clear passion for motorsports and grass-roots business development.

He successfully procured and managed the exclusive distribution rights for an Italian racing brand across North America.

Personality Overview

Impact-Driven

Risk-Taker

Very Quick

More than the product, they care about the impact of the product.  They take a lot of pride in personal achievements. They are not always relationship oriented.

Topics They Care About

Partner Ecosystems
His current role focuses on driving co-sell and co-build motions with partners like AWS, Microsoft, and Google Cloud to scale revenue.
GTM Strategy
A core theme in his career is transforming technical potential into measurable business impact and aligning innovation with revenue growth.
Leadership Philosophy
He frequently posts his own quotes about developing leaders and building organizations where excellence is the culture, not the exception.

Media Appearances

Alex has no verified media appearances

Work History

8-2023
Senior Director of Solution Engineering at WorkSpan
6-2022
Principal Enterprise Architect at WorkSpan
4-2021 - 7-2022
Sr. Solutions Engineer at WorkSpan
7-2019 - 8-2020
Principal Commerce Solution Engineer at Coveo
1-2012 - 3-2020
Company Owner at Reds Racing USA

Education

1987 - 1990
Associates Degree from The Art Institutes
Education details unavailable from Evans High School

More Information

Social Presence :

Prographics :

Exp : 13 Location : St. Petersburg, Florida, United States Job Level : Senior Designation : Senior Director of Solution Engineering at WorkSpan
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Insights For Selling To Alex

During A Call Or A Meeting

DO's

  • Refer to testimonials from well-known industry leaders
  • Help them weigh the risks by sharing objective proof points without becoming too analytical
  • Hold your ground without indulging in one-upmanship

DONT's

  • Do not back off when challenged, respond with a confident, objective answer instead
  • Do not spend too much time focusing on product tech or features
  • Don't try too hard to forge relationships with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Alex is

  • Confidence in impact is paramount to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Alex

  • If they are not convinced, they will have no hesitation in telling you the same.

Insights For Deal Planning

    How fast (or slow) will Alex move?

  • They can reach decisions fairly quickly if they are convinced.
  • Can Alex take some risk or not?

  • They don’t mind risks but can be quite binary about them.

You And Alex

Personality Compatibility


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