Do I Qualify?
Caitlin MacGregor's avatarPerson

Caitlin MacGregor

CEO & Co-FounderPlum

Kitchener, ON, Canada

Member Since February 2024


Customer Service
Employee Hiring


Caitlin MacGregor is CEO & Co-founder of Plum. With vision, tenacity, and incomparable resilience, she has led Plum’s evolution and growth from a pre-employment assessment solution to a robust talent management platform that is revolutionizing how enterprise organizations manage their talent across the employee lifecycle. Before founding Plum, Caitlin was the first employee at a social enterprise called Me to We Style, where she built the company from scratch as Director of Operations. She then joined goQ Software, an educational technology company, as President, where she opened and ran the new U.S. Head Office. Caitlin is passionate about equipping business leaders with the talent data they need to match their talent to the right roles, as companies adapt in the age of automation. Caitlin is a regular speaker at women entrepreneur events, and she was selected by Springboard enterprises NYC as one of the top 10 businesses led by women.

Published content

Mind the gap closers: Spotting and supporting the new wave of leaders


Gap closers are overlooked as potential leaders—seen for being too in the weeds rather than thinking about the big picture. But that's also where breakthroughs happen.

Company details


Company bio

Revolutionary talent assessment provider Plum knows when people flourish, business thrives. With a universal design, Plum uses objective data to measure and match human potential to job needs, enhancing talent decisions across the employee lifecycle. Featuring unmatched scalability, Plum empowers organizations to quantify job fit, improve quality of hire, identify potential, provide personalized career insights and create high-performing teams from one platform. Plum has been named a Top HR Product of the Year by Human Resource Executive, won an HR Tech Award from Lighthouse Research & Advisory and secured High Performer status with G2.



Area of focus

Human Resources

Company size

11 - 50