David Wolf

Trailblazer
DISC Type : DI

Director of Engineering at Brook Health

Redmond, Washington, United States

Overview

David is a product-minded engineering leader with extensive experience scaling teams and mission-critical products for startups and Fortune 500 companies. With a Masters in CS from Stanford and a background as a founder-CTO, he specializes in building self-leading agile organizations that deliver rapid, high-quality results.

His career shows a consistent focus on modernizing technologically underserved industries, particularly in real estate and healthcare. David has a passion for building systems that provide real customer value and operational efficiency, backed by a strong foundation in both broad technical knowledge and high-judgment leadership.

He was the founding CTO of JetClosing, a startup that successfully tackled the manual, outdated processes in the real estate title and escrow industry.

Personality Overview

Persuasive

Friendly But Fast

Informal

They respond better to a combination of speed and relationship.  They like to keep things under control. They will fight for you if they come to believe in you.

Topics They Care About

AI in Healthcare
As Director of Engineering at Brook Health, he is focused on using AI to shift patient care from reactive to proactive, especially for those with chronic conditions.
Scaling Tech Teams
His expertise lies in growing engineering organizations 10x-100x. A Certified Scrum Master, he creates agile environments that empower engineers to build and deliver effectively.
Real Estate Tech
He has deep experience in the Title and Escrow (T&E) sector, having been the founding CTO at JetClosing and a Senior Director at Opendoor, focusing on modernizing the industry.

Media Appearances

David has no verified media appearances

Work History

11-2025
Director of Engineering at Brook Health
4-2024 - 4-2025
VP of Engineering at Onebrief
7-2022 - 3-2024
Senior Director of Software Engineering at Opendoor
9-2016 - 7-2022
Chief Technology Officer at JetClosing, Inc. - A Title and Escrow Company
4-2015 - 9-2016
VP of Engineering at Xome

Education

MS from Stanford University
BS from University of Washington

More Information

Social Presence :

Prographics :

Exp : 10 Location : Redmond, Washington, United States Job Level : Mid-senior Designation : Director of Engineering at Brook Health
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Insights For Selling To David

During A Call Or A Meeting

DO's

  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • Address your competition clearly and confidently
  • Build a trustworthy relationship while keeping the product center-stage

DONT's

  • Don't make any commitments that you might not be able to fulfill
  • Do not look like someone who doesn’t know what they are talking about
  • Don’t force involvement of other stakeholders unless it is critical

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with David is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from David

  • If they are not convinced, they will say no albeit in a friendly manner.


Insights For Deal Planning

    How fast (or slow) will David move?

  • They can reach decisions quickly if they develop trust and confidence in the product.
  • Can David take some risk or not?

  • They can take risks if necessary.

You And David

Personality Compatibility


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