Program Manager at pebl in Canada

Job description

• Application
• Pebl is seeking a highly organized, execution-focused Program Manager to join our Business Operations organization, reporting to the Vice President of Employment Solutions. This role will lead cross-functional initiatives that improve the experience of Pebl’s customers and employees while strengthening the scalability, efficiency, and quality of our global operations.
• The Program Manager will translate strategic priorities into clear workplans, establish accountability across teams, proactively manage risks and dependencies, and ensure projects deliver measurable business outcomes.

Responsibilities

• Lead complex, cross-functional programs from initial scoping through implementation, measurement, and post-launch review.
• Translate business priorities into structured projects, with clear milestones, owners, dependencies, success metrics, and decision points.
• Establish strong project governance by facilitating working sessions, maintaining documentation, and providing consistent updates to stakeholders and executive sponsors.
• Partner with teams across Operations, R&D, Engineering, Legal and Sales to set cross-functional program goals and coordinate execution.
• Lead initiatives that improve customer and employee experiences across areas such as onboarding, payroll, benefits, immigration, and ongoing support.
• Build and maintain dashboards, project trackers, and performance reporting that provide visibility into progress, risks, and business impact.
• Develop clear presentations, executive updates, decision documents, and project debriefs for operational and company leadership.
• Conduct post-implementation reviews to measure results, document lessons learned, and ensure improvements are sustained.

Requirements

• The ideal candidate is detail-oriented, eager to learn, and thrives in a dynamic, high-growth environment.
• 5+ years of experience leading project or program management initiatives, preferably within SaaS, HR technology, payroll, global employment, or another operationally complex environment.
• Demonstrated ability to manage multiple cross-functional projects with competing priorities, dependencies, and deadlines.
• Strong stakeholder-management skills, including the ability to establish accountability, provide constructive feedback, navigate conflict, and escalate concerns appropriately.
• Proficiency with GoogleSlides, GoogleSheets, Google Docs, and AI tools (i.e., ChatGPT, Claude)
• Excellent communication skills, with the ability to create clear and concise presentations for stakeholders
• Highly organized and detail-oriented, with the ability to manage multiple projects simultaneously
• Comfortable operating across global teams, time zones, and rapidly shifting priorities.

Skills

Required

• Project management
• Program management
• Stakeholder management
• Cross-functional collaboration
• Communication
• Presentation skills
• GoogleSlides
• GoogleSheets
• Google Docs
• AI tools (ChatGPT, Claude)
• Organization
• Detail-oriented

Benefits

• At Pebl, we’re committed to supporting our team with comprehensive rewards and benefits designed to meet diverse needs across roles and locations. Our core offerings include:
• Flexible Time Off – Take the time you need to recharge.
• Parental Leave – Support for growing families.
• Health and Dental Insurance – Where applicable, to cover you and your loved ones.
• Retirement Savings + Employee Incentive Plan – Plan for the future while sharing our success.
• Please visit our career page for more information.