Head of People and Culture

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Who we are: 

The future of work means a growing impact from artificial intelligence, the automation of jobs, and changing models of what work looks like. At Plum, we’re preparing enterprise organizations for the biggest disruption to the workforce since the industrial revolution by quantifying people’s innate strengths and matching them to jobs where they thrive. We are a Waterloo-based SaaS company of 22 people that automates advanced Industrial/Organizational Psychology to provide organizations with the talent data they need to prepare for the future of work. 

Our CEO, Caitlin MacGregor, makes it her goal for Plum to be the best place you have ever worked in your career. That’s why we are investing early to ensure we have the best people practices at our own company while we work hard to help the world follow best practices from Industrial/Organizational Psychology. 


Who we are looking for: 

Have you been waiting to find the right start-up where you can kick-start people strategy from the ground up?  

Do you want to contribute to a company that’s transforming HR best practices across the globe?  

Part of our executive team and reporting to our CEO, the Head of People & Culture will be the strategic leader owning Plum’s internal mission – “one year, one team.” You will help us achieve organizational design to truly operate as one team. This will include building out all Human Resources practices, as well as supporting our business leaders and employees on all HR-related activities, such as workplace culture, engagement, talent acquisition, performance management, change management, employee relations, compensation philosophy and execution, and employee learning. We are a small team, gearing up to scale; you will build an HR department from the ground up by creating, driving and implementing sustainable HR programs that support our business strategy. You will be strategic, but don’t mind rolling up your sleeves and digging in, leading business-focused initiatives while also driving solutions on a day-to-day basis. You will collaborate with our CEO and fellow Directors to design and implement systems and processes that reflect the business objectives of the organization that will involve, empower, and motivate employees.    



  • You’re adaptable, agile, and capable to deal with and communicate change effectively 

  • You’re very organized, resourceful, and have impeccable attention to detail 

  • You have excellent communication, negotiation, and influencing skills demonstrated by the ability to use a range of different approaches to gain acceptance of proposals and decisions 

  • You have excellent relationship building and interpersonal skills combined with cultural sensitivity 



  • Strategically lead organizational design with the goal to fulfill our vision: “one year, one team.” 

  • Report to the CEO as well as partner with leaders to understand the business strategy and to deliver appropriate, timely and high-quality HR solutions 

  • Educate and coach employees and managers on core HR processes including (but not limited to) talent management, development and performance management, salary review, short-/long term incentives 

  • Leverage knowledge of HR and business practices to influence the best outcomes for the organization 

  • Lead and execute on strategy for employee engagement and culture 

  • Facilitate the development of organizational structure in support of business growth and continuously review the structure to ensure it is meeting the dynamic needs of the business 

  • Coach managers and employees to fully leverage performance feedback and coaching to drive improved results 

  • Provide ongoing HR consulting services to employees and leaders on HR programs, practices, policies, legislation and regulatory requirements as well as support in employee relation issues as required 

  • Drive hiring activity to ensure a strong talent pipeline for all assigned business units/functions, since we are going to double in size. Responsible for hiring new team members 

  • Drive continuous improvement and best practices to influence HR strategies, policies and procedures 



CHRL designation or equivalent 

A strong track record of experience and progressive responsibility in Human Resources, with a deep understanding of performance management, talent management, learning and development, organization design, compensation principles as well as policies and related legislation 

Strong diagnostic skills followed by an ability to evaluate options/alternatives and to develop recommendations for solutions to human resource-related issues 

What can you expect working at Plum? 

  • Supportive workplace culture 

  • Competitive benefits 

  • Flex time 

  • Internal growth opportunity 

  • Various company outings 


How to apply: 

We want to know more about who you are and how you’ll fit with our team and culture, so we ask that you complete the Plum Discovery Survey (follow the Bitly link below). By taking our Plum Talent Assessment you’ll get the chance to check out our product firsthand, and you'll get your own Plum Talent Profile that highlights your strengths and gives you tips to make sure your next role is the right fit. 

Apply Here: http://bit.ly/2YvxU20 

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, colour, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.