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About Penny

Chris and David started Penny AI in 2018 in Squamish, BC (a bit north of Vancouver) after seeing an opportunity to solve a massive problem for millions of direct sales consultants around the world. We have now grown to a team of 90+ located across Canada and the United States. Penny has tens of thousands of users across four continents who trust Penny to help run their businesses.

Penny is on an upward trajectory with backing from top-tier Venture Capitalists in New York, San Francisco, Toronto, Boston and Vancouver. As we grow our team, we don't expect everyone to know every answer. You may build something that fails spectacularly, and that's ok. What is important is that you remain humble, you laugh a little, you learn, and together we find a way to succeed.

Diversity, inclusion and belonging are one of our core values and as we expand we are committed to finding talented people from a wide range of backgrounds, experiences and perspectives.

Learn about our hiring process here.


The Role*

The HR Manager role is critical in executing our people initiatives, providing great internal customer support, and driving HR functional excellence and process improvement throughout the organization & across levels. In this role, you will look around corners, think big, and deliver on large-scale initiatives. Reporting to the Head of People and Culture, your role will be pivotal in strategic partnerships across the organization and lead the execution of those strategies.

You have a broad knowledge of human resources functions, from hiring to onboarding and from employee compensation to job evaluation. If you have a passion for HR and are familiar with employment labor law and looking to kickstart your journey with an amazing People first organization, this is the place to be! Your role as an HR Manager will be far from one-dimensional.

You'll undertake a wide range of HR tasks, like leading the daily functions of the People and Culture department including onboarding, overseeing recruitment, organizing training, administering employee benefits and leaves, and crafting HR policies. You will use Human Resources Information Systems to ensure all employee records are up-to-date and confidential. And you'll also act as the main point of contact for employees' queries on HR-related topics. The goal is to ensure the HR department's operations will be running smoothly and effectively to deliver maximum value to the organization as a whole.



  • Implement, facilitate and optimize all HR employee lifecycle processes eg. new hire orientation and employee recognition & engagement programs etc.
  • Lead the execution of actionable talent management strategies, along with tasks required to administer and execute human resource programs including but not limited to compensation, benefits, and leave; disciplinary matters; disputes and investigations; performance and talent management; productivity, recognition, and morale; occupational health and safety; and training and development.
  • A trusted business partner to coach and develop managers on people practices that will create a highly engaged culture of high performance; ensure delivery of management coaching and training where needed.
  • Reviews, tracks, and documents compliance with mandatory and non-mandatory training, continuing education, and work assessments. This may include safety training, anti-harassment training, professional licensure, and aptitude exams and certifications.
  • Conducts or acquires background checks and employment eligibility verifications.
  • Overseeing recruitment and facilitating the hiring of qualified job applicants for open positions; collaborates with departmental managers to understand skills and competencies required for job openings.
  • Handles employment-related inquiries from applicants, employees, and supervisors, referring complex and/or sensitive matters to the appropriate manager.
  • Attends and participates in employee disciplinary meetings, terminations, and investigations.
  • Maintains compliance with federal, state, and local employment laws and regulations, and recommended best practices; reviews policies and practices to maintain compliance.
  • Maintains knowledge of trends, best practices, regulatory changes, and new technologies in human resources, talent management, and employment law.
  • Performs other duties as assigned.


  • Excellent verbal and written communication skills.
  • Excellent interpersonal, negotiation, and conflict resolution skills.
  • Excellent organizational skills and attention to detail.
  • Excellent time management skills with a proven ability to meet deadlines.
  • Strong analytical and problem-solving skills.
  • Ability to prioritize tasks and to delegate them when appropriate.
  • Ability to act with integrity, professionalism, and confidentiality.
  • Thorough knowledge of employment-related laws and regulations.
  • Proficient with Google Workspace or related software.
  • Proficiency with or the ability to quickly learn the organizations HRIS and talent management systems.

Education and Experience:

  • Bachelor's degree in Human Resources, Business Administration, or related field required.
  • At least 5+ years of diverse HR experience within Canada, including employee relations, performance management, legal compliance, and benefits
  • Experience supporting both US and Canadian employees


  • Start-up culture with an opportunity to make an impact in your role and our team immediately
  • Excellent on-the-job learning opportunities to grow your skills
  • Competitive pay, benefits and a slice of the pie (aka - stock options)
  • 4 weeks vacation plus statutory holidays and your Birthday's off.
  • Support from a diverse and highly talented team to help you reach your goals
  • Flexibility to work from home and the office
  • Join a friendly, progressive team who like to organize fun activities and celebrate all-round awesomeness!

Job Type: Full-time

Salary: $75,000.00-$95,000.00 per year

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