Paul Cowan in

Paul Cowan

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Chief Growth Officer at When I Work
📍 Greater Toronto Area, Canada

Paul is a growth-focused marketing executive specializing in scaling B2B SaaS companies through customer-centric strategies and product-led growth. He holds a BA from Western University and is consistently described by colleagues as a smart, energetic, and professional leader who excels at communication.

Outside of his professional life, Paul is an avid outdoorsman who enjoys building things at his cabin and skiing. He stays current on emerging technology, showing a deep interest in the evolution of AI and its broad impact on marketing and the internet economy.

Unique fact: He co-founded Feast, Inc. , a food-tech startup that delivered chef-made meals to urban customers.

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Experience
9 Years
Current Role
Chief Growth Officer
Location
Greater Toronto Area, Canada
Personality Overview

How Paul shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Paul cares about

AI in Marketing
His recent social media activity centers on how AI agents, LLMs, and new commerce protocols are reshaping the internet economy and creating new challenges for marketers.
B2B SaaS Growth
His entire career, from Shutterstock to FreshBooks and When I Work, has focused on delivering scalable and profitable growth in high-velocity B2B SaaS environments.
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Career

Work history

9-2023 - 1-2025
Chief Growth Officer
When I Work
9-2019 - 4-2023
Chief Marketing Officer
FreshBooks
9-2017 - 9-2019
VP, Enterprise and SMB Marketing
Shutterstock
5-2015
Growth Advisor and fCMO
CINC Revenue Growth and fCMO Services
5-2015 - 7-2017
CMO, Co-Founder
Feast, Inc
In the press

Media appearances

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Education
1992 - 1996
BA
Western University
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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