Sean Walsh

Enigma
DISC Type : idc

Enterprise Sales Manager at Billtrust

Greater Boston, United States

Overview

Sean Walsh is a strategic enterprise sales leader at Billtrust, known for managing high-performing teams and closing major deals. With a background at Atlassian and Midaxo, and a MEDDICC certification, he excels in go-to-market strategy. Colleagues describe him as an exceptional and empathetic leader who brings clarity and accountability to his coaching.

He has deep experience in hiring and developing sales talent, frequently celebrating his teams success at events like Quarterly Business Reviews in New York City.

While Vice President of Global Sales at Midaxo, he managed teams across both the Boston and Amsterdam offices.

Personality Overview

Challenger

Persuasive & Assertive

Hard To Convince

They are generally strong communicators and are not easy to convince.  They are likely to ask many questions and look heavily for supporting proof as well as information. They can sound friendly and charming but can quickly change gears to become inquisitive and probing

Topics They Care About

Sales Leadership
Described as a strong motivator and coach, with a track record of leading successful enterprise sales teams at Billtrust, Atlassian, and Midaxo.
MEDDICC Framework
He recently became certified in the MEDDICC Qualification Elite Selling™ methodology, indicating a focus on structured, high-value sales processes.
Team Building
Frequently posts about team successes and organizes events like QBR dinners, showing he values a strong, collaborative team culture.

Media Appearances

Sean has no verified media appearances

Work History

10-2025
Enterprise Sales Manager at Billtrust
1-2022 - 7-2025
Enterprise Sales Manager at Atlassian
2-2020 - 1-2022
Vice President of Global Sales at Midaxo
7-2019 - 2-2020
Director of Global Sales at Midaxo
3-2019 - 7-2019
Director of Sales - North America at Midaxo

Education

Bachelor of Science (BS) from Loyola University New Orleans
Education details unavailable from St. John's Prep

More Information

Social Presence :

Prographics :

Exp : 15 Location : Greater Boston, United States Job Level : Middle Designation : Enterprise Sales Manager at Billtrust
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Insights For Selling To Sean

During A Call Or A Meeting

DO's

  • Build rapport slwly without rushing, it will come handy to handle hard questions later
  • Let them lead the discussion, create opportunities for them to speak if they are not very forthcoming
  • Leverage 'negging', or the art of asking negative questions like "you must not be convinced yet..."

DONT's

  • Don’t try to rush them into a decision, provide all necessary information first
  • Avoid long presentations and just 'high-level' value proposition, dive into the details
  • Don’t brush off any concerns, take all questions seriously. They are easily deterred

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Sean is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Sean

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will Sean move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Sean take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And Sean

Personality Compatibility


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