Matt Kroon

Inspirer
DISC Type : id

Operations at Stripe

Denver, Colorado, United States

Overview

Matt Kroon is the VP of Enterprise Sales at Toptal, where he focuses on building the necessary infrastructure for growth in early- to mid-stage companies. A graduate of Yale University and Harvard Business School, he has a strong background in customer success and strategic programs.

His previous experience includes significantly reducing customer churn by approximately 30% year-over-year and increasing net retention to 110% in a leadership role at Granicus.

He once served as Chief of Staff to the CEO of a GovTech market leader with over $100 million in revenue, where he helped implement the Vista Equity Partners playbook.

Personality Overview

Confident & Optimistic

Generous

Charming & Persuasive

They measure a product on its merit but can be influenced by strong testimonials.  They don’t mind taking a stand if they believe in something. They usually prefer to drive the conversation.

Topics They Care About

Enterprise Growth
His role as VP of Enterprise Sales and his passion for helping companies build infrastructure for growth highlight his focus on this area.
Customer Retention
He has a proven history of reducing churn and driving net retention to 110% at a previous company, Granicus.
Global Talent
He is actively hiring for Toptal, a company focused on building teams with a global, remote network of top talent.

Media Appearances

Matt has no verified media appearances

Work History

7-2025
Operations at Stripe
6-2024 - 7-2025
VP of Sales at Common Room
2-2023 - 5-2024
VP of Enterprise Sales at Toptal
4-2022 - 2-2023
VP of Technical Account Management at Toptal
2-2020 - 4-2022
Director of Technical Account Management at Toptal

Education

2014 - 2016
Master of Business Administration (M.B.A.) from Harvard Business School
2007 - 2011
Bachelor of Arts (B.A.) from Yale University

More Information

Social Presence :

Prographics :

Exp : 10 Location : Denver, Colorado, United States Job Level : N/A Designation : Operations at Stripe
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Insights For Selling To Matt

During A Call Or A Meeting

DO's

  • Refer to testimonials from well known people to highlight the value of your product
  • Clearly address the competitive aspects
  • Look like someone who is on top of their game

DONT's

  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t be very informal even if they are being so themselves
  • Don’t be too verbose or overly friendly; a little bit, however, is fine

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Matt 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 Matt

  • 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 Matt move?

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

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

You And Matt

Personality Compatibility


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