Careers at Plooto

Director, People Ops.
Toronto, Ontario, Canada


Imagine being part of a winning team – A team that starts every action with the customer experience and works backward. A team that earns trust with one another through critical thinking and growth velocity. Imagine being surrounded by team members who are curious by nature and dive deep to understand the hows and the whys. At Plooto, we’re making a difference by moving finance forward and enabling SMBs to succeed. We are looking for an experienced Director of People Ops to lead the growth and development of our teams so we can increase our impact on millions of businesses worldwide.  


Plooto was formed to solve a really big problem. 82% of all businesses fail due to poor management of finances and cashflow. Most businesses in North America manage their financial operations with manual, counterintuitive, and antiquated solutions. Our founders experienced this pain firsthand at their previous company and set to solve this problem so more entrepreneurs could succeed. Our vision is to enable the advancement of SMBs, by developing the tools & insights they need to manage & maximize their cash flow. We aim to automate complex financial processes by building a complete cashflow management platform that unifies payments, processes, control, reconciliation, and reporting.  

Plooto’s multi-platform product is trusted by over 4,500 SMBs and their finance teams. Our growing Plooto Network with over 120K businesses, enables our customers to discover and transact with any vendor, supplier, or biller in North America. For more information, please visit PLOOTO.COM 


Plooto is seeking an experienced HR professional to join our growing team. As a people champion, you will work with the CEO and other managers to foster a high performing culture. This is your chance to step into a Director role and take your career to the next level. If you have a Championship Mindset, then we want you to apply! 

Required Skills



  • Create a recruitment strategy in tandem with developing the ideal candidate profiles that align with the organization’s principles and required skills 
  • Work with Department Directors to create a tiered promotion plan for all employees based on performance 
  • Maintain the organization’s workforce by establishing a recruiting and interviewing program (entry and exit) 
  • Establish and execute on 30/60/90 onboarding best practices 


  • Develop and execute on strategies to support the culture of a winning team 
  • Build internal talent by driving the creation, implementation, and execution of high-quality training and development plans 
  • Recommend and execute employee engagement initiatives to support the pursuit of excellence 
  • Define and coordinate HR metrics, data analysis, and reporting to determine the organization’s most critical areas for operational development and improvement 
  • Be present with the team, be involved, and mitigate any issues/complaints that arise 
  • Ensures legal compliance by monitoring and implementing applicable federal and provincial human resource requirements, conducting investigations, maintaining records, and representing the company at hearings 


  • Monitor and schedule individual pay actions 
  • Recommend, plan, and implement pay structure revisions 
  • Promote a safe and healthy workplace by ensuring occupational health and safety compliance 
  • Manage the overall benefits program 

Other duties as assigned 


  • Believe in meritocracy and are comfortable with having direct, fact-based conversations 
  • Have successfully helped an organization scale quickly from small to medium size 
  • Are ready and willing to be hands-on when partnering with leadership on strategic engagements 
  • Are passionate about what you do  
  • Move with purpose and insist on the highest standards 
  • Have the ability to act independently and switch rapidly between different tasks 
  • Promote diversity and inclusion 
  • Have the communication, people, and conflict management skills to overcome challenging issues and help managers build high-performing teams 


  • University degree or College diploma in HR or related field is required 
  • 8+ years of Human Resources Generalist/Manager/ Director experience is required 
  • Strong Knowledge of the “OKR framework” 
  • CHRP/CHRL designation is an asset 
  • Experience in leading a strong organizational culture or have worked for an organization with a strong organizational culture (Netflix, Google, Amazon, etc.) 


Remuneration commensurate with potential, experience, and skills. We offer great growth potential, industry competitive salary, and stock options based on performance. 

Plooto is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. Plooto welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. 

Know someone who would be a perfect fit? Let them know!