Drew Boisen

Observer
DISC Type : ci

Regional Sales Director, Commercial & Digital Natives at Braintrust

San Francisco, California, United States

Overview

Drew is a high-performing sales leader at Braintrust with a track record of dramatically exceeding quotas at previous roles like Grafana Labs and Salesforce. Described by colleagues as "valuable" and "hard-working, " he holds a Bachelor of Science from San Francisco State University and a certification in sales and mindset training.

Outside of work, Drew shows an interest in professional football, referencing Hall of Famer Terrell Owens in the context of major industry events. His education and career have been consistently based in Californias Bay Area, suggesting strong local ties.

While at Grafana Labs, he finished one fiscal year as the #2 Account Executive globally, achieving an incredible 585% of his sales plan.

Personality Overview

Example Seeker

Curious

Assertive

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

Topics They Care About

AI in Observability
His recent commentary focuses on how AI tools and continuous profiling can help engineering teams reduce infrastructure costs and resolve incidents faster.
Exceeding Sales Goals
His career is defined by exceptional performance, including achieving 585% of his plan at Grafana and earning the Salesforce Achievers Club award.
Cybersecurity Trends
He follows key conversations in the cybersecurity space, indicating a professional interest in the industry's significant developments.

Media Appearances

Drew has no verified media appearances

Work History

11-2025
Regional Sales Director, Commercial & Digital Natives at Braintrust
12-2023 - 11-2025
Account Executive - Enterprise Growth at Grafana Labs
4-2021 - 12-2023
Account Executive - MuleSoft, Commercial at Salesforce
10-2020 - 4-2021
Account Executive - Commercial at OneLogin
10-2019 - 10-2020
Account Executive - SMB at OneLogin

Education

2014 - 2016
Bachelor of Science (BS) from San Francisco State University
2012 - 2014
Associate of Arts (AA) from Cabrillo College

More Information

Social Presence :

Prographics :

Exp : 8 Location : San Francisco, California, United States Job Level : Mid-senior Designation : Regional Sales Director, Commercial & Digital Natives at Braintrust
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Insights For Selling To Drew

During A Call Or A Meeting

DO's

  • Help them realize that there is no personal risk in making this decision
  • Share testimonials from known people and give multiple examples of product value
  • Ask them questions to understand their needs better while staying affable

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Drew is

  • Proven value, strong testimonials are important to them, relationships will have some weightage.
  • Will you ever get a clear answer from Drew

  • They are practical yet friendly, don’t expect a clear no very often.

Insights For Deal Planning

    How fast (or slow) will Drew move?

  • They like to analyze well and then make their decisions.
  • Can Drew take some risk or not?

  • They evaluate their decisions systematically and are less likely to take risks.

You And Drew

Personality Compatibility


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