Connor Bradley

Inspirer
DISC Type : id

Director, Product Growth - AI Products at Dropbox

Edmonton, Alberta, Canada

Overview

Connor Bradley leads product growth for AI Products at Dropbox, focusing on the AI-powered universal search tool, Dropbox Dash. A University of Alberta graduate, he has a decade of experience scaling startups and launching new products. He previously spent eight years helping grow Jobber from a small team into a market leader.

He joined Jobber when it was a startup of around 25 employees and was instrumental in its eight-year growth journey into a leading platform for home service professionals.

Personality Overview

Achievment Oriented

Generous

Confident & Optimistic

They usually prefer to drive the conversation.  They measure a product on its merit but can be influenced by strong testimonials. They respond well to objective pitches but also attach some value to relationships.

Topics They Care About

AI Product Growth
He leads the end-to-end product growth strategy for Dropbox's AI-native universal search assistant, Dash, and is actively hiring for his team.
Startup Scaling
He has deep experience scaling a company, having spent eight years helping grow Jobber from a 25-person startup into an industry-leading platform.
Universal Search Tools
His current work is centered on Dropbox Dash, a product designed to rethink how knowledge workers find and manage information.

Media Appearances

Connor has no verified media appearances

Work History

3-2025
Director, Product Growth - AI Products at Dropbox
7-2021 - 3-2025
Director, Product Growth at Jobber
10-2019 - 7-2021
Manager, Product Growth at Jobber
11-2018 - 10-2019
Product Growth Lead at Jobber
6-2017 - 11-2017
Demand Marketing Manager at Vision Critical

Education

Bachelor of Commerce (BCom) from University of Alberta

More Information

Social Presence :

Prographics :

Exp : 9 Location : Edmonton, Alberta, Canada Job Level : Mid-senior Designation : Director, Product Growth - AI Products at Dropbox
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Insights For Selling To Connor

During A Call Or A Meeting

DO's

  • Refer to testimonials from well known people to highlight the value of your product
  • Acknowledge their status and position during the conversation
  • Look like someone who is on top of their game

DONT's

  • Don't be unorganized, be prepared for the pitch
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • 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 Connor 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 Connor

  • 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 Connor move?

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

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

You And Connor

Personality Compatibility


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