The Canadian AI Index

Founders / Caitlin MacGregor

Caitlin MacGregor

Caitlin MacGregor is the co-founder and CEO of Plum, an enterprise SaaS AI company based in Kitchener-Waterloo. Plum raised a US$6M venture round in February 2023 from JFF Ventures and Strada Education Foundation. Plum was acquired by Phenom in April 2026. The Canadian AI Newsletter last covered Plum in May 2026.

Co-founder/CEO of Plum.

LinkedIn@caitmacgregor

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Plum

HR psychometric AI.

Role
Co-founder/CEO
HQ
Kitchener-Waterloo, ON
Founded
2012
Status
Acquired by Phenom
Disclosed raised
US$6M
Latest round
Venture round, Feb 21, 2023
Website
plum.io

Investors: JFF Ventures, Strada Education Foundation, BDC Women in Technology Venture Fund

In the newsletter

Founders are listed as named in primary coverage of their companies. Profile links are matched to the company before they are published. To correct this page or ask for it to be removed, email the Index.

Data as of November 10, 2026.

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