Dennis Crowley

Doer
DISC Type : ds

Co-Founder / CEO at Hopscotch Labs

New York City Metropolitan Area, United States

Overview

Dennis Crowley is a serial entrepreneur focused on creating playful technology at the intersection of the digital and physical worlds. He is the co-founder of Hopscotch, Foursquare, and the pioneering location-based service Dodgeball, which was acquired by Google. People who have worked with him often describe him as creative, innovative, and clever.

Outside of his tech ventures, Dennis is deeply passionate about community soccer. He founded two clubs, Street FC and Kingston Stockade FC, to make the sport more accessible. His interest in real-world games dates back to co-creating PacManhattan, one of the first large-scale urban games, while a student at NYU.

He once won the "Fast Money" bonus round on the TV game show Family Feud.

Personality Overview

Strategic Planner

Deliberate Doer

Results Focused

They are very professional in their approach and can weigh multiple perspectives together.  They exhibit a rare combination of being result-oriented but patient at the same time. They might take some time to make their mind up but once they do, they don't change it easily.

Topics They Care About

Location-based Tech
A pioneer in the field, he founded Foursquare and Dodgeball, leveraging location data to enhance real-world experiences for over a decade.
Building Playful Products
His stated work focuses on creating technology that makes everyday life more fun, from early "urban games" to his current audio-first venture, Hopscotch Labs.
Community Soccer
He founded two soccer clubs, Street FC and Stockade FC, with the goal of using technology to grow the sport at a grassroots level and build community.

Media Appearances

Dennis has no verified media appearances

Work History

8-2024
Co-Founder / CEO at Hopscotch Labs
1-2009
Co-Founder / Co-Chair at Foursquare
9-2018
Co-Founder / Co-Chair at Street FC
7-2024
Founding Member / Board Member at The League for Clubs
8-2015
Founder / Chairman at Kingston Stockade Football Club (Stockade FC)

Education

9-2002 - 5-2004
MPS from New York University
9-1994 - 5-1998
BS from Syracuse University

More Information

Social Presence :

Prographics :

Exp : 16 Location : New York City Metropolitan Area, United States Job Level : Leadership Designation : Co-Founder / CEO at Hopscotch Labs
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Insights For Selling To Dennis

During A Call Or A Meeting

DO's

  • You can spend time on BANT (or other qualification methodology) but keep it to the point
  • Stick to your standard pitch and qualifying script, don't try to wing it
  • Ask them at the end if they see a strong value prop in your product; expect an honest answer

DONT's

  • Don't go over them unless you are left with no other option
  • Don't take their patience for granted, avoid long-winding sermons
  • Don't shy away from asking hard questions, but be extra polite

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Dennis is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Dennis

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Dennis move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Dennis take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Dennis

Personality Compatibility


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