About
Caitlin MacGregor is the CEO and co-founder of Plum, a soft skills assessment platform that was acquired by Phenom, where she now serves as Senior Director of Operations. Before founding Plum, she was the first employee and Director of Operations at Me to We Style and later President of the educational technology company goQ Software, where she launched its U.S. head office. Her recognitions include the 2024 Worthy 100 list, the EY Entrepreneurial Winning Women North America Class of 2024, and Bronze and Silver Stevie Awards.
Founder at Plum
Intro paths
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In turn, Caitlin can intro founders to Plum's investors below.
Experience
- PhenomSenior Director of Operationscurrent2026 — present
- PlumCo-Founder & CEOcurrent2011 — presentWaterloo, Ontario, Canada
- goQ SoftwarePresident2009 — 2011Dover, New Hampshire
- 3.5 Months Around the WorldTravel2008 — 2009Ireland, India, Nepal, Thailand, Cambodia, Vietnam, Indonesia, Japan
- Me to We Style Inc.Director of Operations2005 — 2008Toronto, Ontario, Canada
- Jilin University-Lambton CollegeEnglish Teacher2004 — 2005Changchun, China
Skills & more
Start-ups99Customer Service31Employee Hiring11Operations4Business Management5Business Development50E-commerce10Volusion3Recruiting20Management75Problem Solving5WordPress3
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Business StrategyLeadership DevelopmentAdvertisingBusiness PlanningSocial Media MarketingProject ManagementStrategyEntrepreneurshipStrategic PlanningMarketingSocial MediaStrategic Partnerships- Stevie Awards for Great Employers Judging Committee Chair — The Stevie® Awards
From Caitlin's professional profile.
Frequently asked questions
- Who is Caitlin MacGregor?
- Caitlin MacGregor is the CEO and co-founder of Plum, a soft skills assessment platform that was acquired by Phenom, where she now serves as Senior Director of Operations. Before founding Plum, she was the first employee and Director of Operations at Me to We Style and later President of the educational technology company goQ Software, where she launched its U.S. head office. Her recognitions include the 2024 Worthy 100 list, the EY Entrepreneurial Winning Women North America Class of 2024, and Bronze and Silver Stevie Awards.
- Where does Caitlin MacGregor work?
- Caitlin MacGregor is Founder of Plum.
- What companies did Caitlin MacGregor found?
- Caitlin MacGregor founded Plum.
- Where did Caitlin MacGregor go to school?
- Caitlin MacGregor studied at University of Guelph (Honours BA, International Development); University of Ghana (Study Abroad, International Development).
Same school
Also attended University of Guelph31
Sarah WillsonPrincipal at Panache VenturesBrendan HusseyInvestor at JLSDaniel MuletPartner at Radical VenturesJoseph ReganSenior Managing Partner at BDC Venture CapitalJack FraserPartner at BDC Venture CapitalCarley-Rose HorowitzAssociate at Wittington Ventures
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Also attended University of Ghana10
Tristan WilkersonFounding General Partner at High Street Equity PartnersThomas WireduManaging Director at Wangara Green VenturesStephen Antwi-AsimengSenior Fund Advisor at Wangara Green VenturesAikins PartuInvestment Officer at Wangara Green VenturesAbigail MateyInvestment Officer at Wangara Green VenturesEthan ZuckermanAdvisory Board Member at Chanzo Capital
+ 4 more
Shared employers
Also worked at Phenom7
Tim GuleriInvestor at Sierra VenturesSid TrivediPartner at Foundation CapitalAlexander PiresDirector at Atlantic Vantage PointWarda ShaheenGeneral Partner at Atlantic Vantage PointMark ShulganCo-founder & Partner at Intrepid Growth PartnersTodor TashevGeneral Partner at Omidyar Technology Ventures
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