Jamie B.

Inspirer
DISC Type : id

Senior Director, GTM Strategy & Operations at Datadog

Cambridge, Massachusetts, United States

Overview

Jamie B. is a Senior Director of GTM Strategy & Operations at Datadog, leveraging an economics degree from The Wharton School. His career blends high-level strategy from the media sector, where he served as a Chief of Staff at Rogers Sports & Media, with operational leadership at tech companies.

He maintains an interest in the startup community, publicly celebrating the successes of emerging tech companies. Having attended the University of Toronto Schools and worked in the city for years, he has strong ties to the Canadian business and technology landscape.

Jamie previously held a dual role as Chief of Staff and lead for M&A and partnerships at Rogers Sports & Media.

Personality Overview

Decisive

Charming & Persuasive

Generous

They respond well to objective pitches but also attach some value to relationships.  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.

Topics They Care About

GTM Strategy
His current role as Senior Director at Datadog is focused on go-to-market strategy, planning, and operations for a leading tech company.
Media & Technology
His career bridges experience from a major media conglomerate, Rogers Sports & Media, with roles at top technology firms like Datadog and Meta.
Strategic Planning
Served as Director of Business Development & Planning and Chief of Staff, leading partnerships and M&A opportunities.

Media Appearances

Jamie has no verified media appearances

Work History

3-2025
Senior Director, GTM Strategy & Operations at Datadog
3-2023 - 2-2025
Director, GTM Strategy & Operations at Datadog
10-2019 - 1-2023
Strategic Planning & Operations Lead, Content & Community Partnerships at Meta
1-2017 - 10-2019
Director, Business Development & Planning (Chief of Staff) at Rogers Sports & Media
5-2015 - 12-2016
Senior Manager, Next Gen Content at Rogers Sports & Media

Education

Bachelor of Science in Economics from The Wharton School
High School from University of Toronto Schools

More Information

Social Presence :

Prographics :

Exp : 13 Location : Cambridge, Massachusetts, United States Job Level : Senior Designation : Senior Director, GTM Strategy & Operations at Datadog
URL has been copied!

Insights For Selling To Jamie

During A Call Or A Meeting

DO's

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

DONT's

  • Don’t keep repeating the same information, it could make them impatient
  • 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

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jamie is

  • Confidence in the product’s value is critical, followed by relationship and a sense of achievement.
  • Will you ever get a clear answer from Jamie

  • They will not hesitate to say no if they do not develop conviction.

Insights For Deal Planning

    How fast (or slow) will Jamie move?

  • They can take fast decisions if they develop conviction in the product and find you trustworthy.
  • Can Jamie take some risk or not?

  • They have the capability of taking risky decisions if necessary.

You And Jamie

Personality Compatibility


Other Datadog Employees

Explore more public profiles from related professionals at the same organization.

More Profiles

Discover additional public profiles from our index.

Search more profiles

Looking for someone else? Search here for anyone.

Or visit Humantic AI to know more.