Simon Stanlake

Energizer
DISC Type : I

Senior Software Developer at Hootsuite

Roberts Creek, British Columbia, Canada

Overview

Simon Stanlake is a technology leader and the ex-CTO of Hootsuite, with a track record of scaling engineering teams through hyper-growth to unicorn status. Educated at The University of British Columbia and Queens University, he is praised by colleagues for transforming engineering culture, fostering psychological safety, and championing participation.

Outside of his executive roles, Simon is an avid cyclist and has previously ridden for the HootSuite racing team. He channels his passion for technology and leadership into advising various startups on navigating growth challenges.

His current focus is on the belief that improving decision-making processes can fundamentally transform an organization, making it more productive, aligned, and successful.

Personality Overview

Enthusiastic

Relationship Oriented

Big Picture Person

They are friendly, approachable and love to make new connections.  They are really good at seeing what the long-term impacts of their decisions could be. They are always positive and upbeat, so take their promises with a pinch of salt.

Topics They Care About

Decision Making
His current passion is writing about and building tools to help individuals and teams create better outcomes through higher quality decision making.
Scaling Engineering Teams
He specializes in leading software organizations through hyper-growth phases, having scaled Hootsuite's engineering team from 14 to over 100 people.
Engineering Culture
He is recognized for creating a culture of psychological safety, learning through experimentation, and has spoken on podcasts about the power of retrospectives.

Media Appearances

Simon has no verified media appearances

Work History

1-2025 - 10-2025
Senior Software Developer at Hootsuite
4-2024 - 8-2024
Senior Software Engineer at Cylinder
2-2024
Fractional CTO at sipply
2-2024
Executive in Residence at Foresight Canada
7-2023 - 4-2024
Senior Software Engineer at UrbanLogiq

Education

2010 - 2015
Bachelor’s Degree from University of Alberta
1998 - 2000
BSc from The University of British Columbia
1993 - 1997
BScH from Queen's University

More Information

Social Presence :

Prographics :

Exp : 25 Location : Roberts Creek, British Columbia, Canada Job Level : Leadership Designation : Senior Software Developer at Hootsuite
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Insights For Selling To Simon

During A Call Or A Meeting

DO's

  • Share some stories about how you you have helped people in similar positions succeed
  • Invite them for a lunch or a drink/coffee
  • Talk anecdotally about the customer experience that your product offers

DONT's

  • Avoid cutting into their flow
  • Don’t be excessively objective, be a storyteller
  • Avoid overloading them with too much detail

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Simon is

  • Relationship and rapport can play an important role, sometimes more than the other factors.
  • Will you ever get a clear answer from Simon

  • They will probably never say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Simon move?

  • They are not the quickest decision makers, their friendly attitude could be misleading.
  • Can Simon take some risk or not?

  • They can take certain risks that are unlikely to have personal consequences.

You And Simon

Personality Compatibility


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