Caitlin MacGregor in

Caitlin MacGregor

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Co-Founder & CEO at Plum
📍 Waterloo, Ontario, Canada

Caitlin MacGregor is the CEO and Co-founder of Plum, a talent assessment platform revolutionizing hiring by focusing on human potential over resumes. She is a multi-award-winning entrepreneur, recognized as an EY Entrepreneurial Winning Woman in 2024, and is a passionate advocate for using psychometric data to build equitable and high-performing teams.

Outside of her entrepreneurial ventures, Caitlins experiences include teaching English in Northern China and embarking on a 3. 5-month journey traveling around the world. Her motivation is deeply personal, driven by a desire to create a future where her own children can find careers that are fulfilling and allow them to thrive.

Interesting fact: In her high school yearbook, Caitlin was voted “most likely to save the world, ” foreshadowing her future career as an impact-driven entrepreneur.

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Experience
21 Years
Current Role
Co-Founder & CEO
Job Level
Leadership
Location
Waterloo, Ontario, Canada
Personality Overview

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Communication Style
Decision Approach
Work Preference

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Priorities

Topics Caitlin cares about

Durable Skills
Champions the shift from focusing on perishable "hard skills" to durable human skills like communication and adaptability, which she believes are the true predictors of long-term success.
Female Entrepreneurship
Recognized as an EY Entrepreneurial Winning Woman in 2024 and a recipient of multiple Stevie Awards for female entrepreneurs, highlighting her leadership and success in business.
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Career

Work history

11-2011
Co-Founder & CEO
Plum
2-2009 - 11-2011
President
goQ Software
11-2008 - 2-2009
Travel
3.5 Months Around the World
10-2005 - 10-2008
Director of Operations
Me to We Style Inc.
8-2004 - 7-2005
English Teacher
Jilin University-Lambton College
In the press

Media appearances

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Education
2000 - 2004
Honours BA
University of Guelph
2003 - 2003
Study Abroad
University of Ghana
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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