Skills
About
Caitlin MacGregor, CEO and Co-founder of Plum, is passionate about helping people reach their true potential. That’s why, after building two businesses for other people, she founded Plum – to help organizations fully leverage the human potential within their workforces. With Plum, business leaders gain access to vital talent data that aligns employees with roles where they’ll flourish, setting the stage for the entire business to thrive. She is a regular speaker at global events, including CES, Human Resource Executive HR Technology Conference & Exposition, Americas’ SAP Users’ Group (ASUG) Women Connect, HRCI Higher Standards Summit and more. She is also a sought-after guest on podcasts, including Recruiting Daily, The Recruitment Flex Podcast, and 3Sixty Insights. In addition, she has been quoted in the NY Times, Financial Post, The Globe and Mail, The Record, Global News, Human Resource Executive, and Benefits Pro. Caitlin was selected for the EY Entrepreneurial Winning WomenTM and the Worthy 100. She is also a Bronze Stevie® Winner for Best Female Entrepreneur in Canada and a gold GLOBEE® Women World Awards winner for Achievement in Innovation. She was named an Inspiring Leader by InspiringTM Workplaces. 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.
Caitlin MacGregor
Published content
expert panel
To bring out the best in their remote teams, managers must adapt their leadership styles to meet each employee’s unique needs, preferences, and work habits. Flexibility is essential to effective leadership, especially in remote and hybrid work environments. But flexibility doesn’t mean being hands-off or vague—it means knowing your people well enough to lead them intentionally, based on who they are and how they thrive. To that end, 20 Fast Company Executive Board members offer advice on how today’s managers can adapt their leadership approach to meet the needs of remote team members. From customizing communication styles to co-creating expectations, these strategies offer practical guidance for leading with empathy, clarity, and results.
expert panel
Your first big interview with the press can feel intimidating, but the right preparation can turn it into a defining moment for you as a brand leader. Whether it’s a podcast, panel, or live social media event, stepping into the spotlight for the first time as a brand leader can feel like walking into a conversation where everyone else already knows the script. But with the right preparation, these moments can become powerful opportunities to share your story, connect with your audience, and elevate your company’s message. From refining your talking points to embracing authenticity and learning to handle tough questions, small adjustments can make a big impact. To help you feel confident and prepared, 20 Fast Company Executive Board members share their best advice for first-time brand leaders getting ready for a media interview or public appearance.
expert panel
A successful product launch doesn't happen overnight. Take the time to get it right. In today's fast-moving world, it takes a spark of creativity to develop a unique product or service that will have a profound impact in the marketplace. But without a clear vision and structured path to take an idea from inception to execution, it won't make it across the finish line. However, breaking down the innovation process into manageable stages can help companies systematically develop solutions that address real-world pain points and create true value for every stakeholder involved. Here, 15 leading experts from Fast Company Executive Board each list the common mistakes some companies make when trying to innovate, and why these practices should be avoided.
expert panel
Want to build stronger, more enduring client and customer relationships? Start by leading with the values that make people want to work with you—not just buy from you. Strong client and customer relationships are critical to business growth, retention and reputation—but they don’t happen by chance. They’re built over time through consistent leadership, clear communication and a deep commitment to the partnership. For leaders, that means modeling the behaviors and principles that earn trust and foster long-term connections. To help you foster strong, lasting relationships with your clients and customers, the members of Fast Company Executive Board discuss the leadership principles that guide each and every interaction.
expert panel
Here's how to master daily leadership responsibilities without burning out. What does an effective leader look like? Oftentimes, what comes to mind is an individual who can successfully balance daily workflow, foster positive team relations, and handle an unforeseen crisis calmly and collectively. But strong leaders have another secret ingredient up their sleeves. They realize how important it is to manage their most valuable resources: time and energy. As a leader, being intentional about where to invest your focus can significantly enhance your productivity. Below, 20 Fast Company Executive Board members share their insights on other tried and true habits every successful executive should practice regularly.
expert panel
AI is a powerful tool—one requiring strong guardrails to ensure responsible use. CISOs play a key role in making this happen. As artificial intelligence becomes more integrated into daily operations, the need for strong governance grows alongside it. For many companies, that responsibility increasingly falls to the Chief Information Security Officer (CISO). But effective AI governance isn’t just about risk mitigation—it’s about building systems that are transparent, secure, and aligned with business and regulatory expectations from the start. Below, the members of Fast Company Executive Board share how CISOs can help shape compliant, ethical AI adoption without stifling business innovation.
Company details
Plum
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.