About This Role

The  Operations Lead is the steward of CareerJoy’s operational backbone.

This role exists to ensure that:

• Our systems work
• Our data is trusted
• Our costs are understood and optimized
• Our vendors and technology partners deliver value
• Our teams are enabled — not slowed down — by operations

This leader owns the  how  behind the work: translating strategy into systems, structure, and scalable execution, while protecting the human experience for both clients, partners and team members.

Technology & Systems Ownership

• Own and champion  Google Workspace (Google OS)  across the organization, ensuring security, governance, adoption, and best-in-class usage.
• Act as the primary owner of  Genatec's IT infrastructure , overseeing performance, scalability, and vendor relationships.
• Serve as the  single point of accountability for CareerJoy’s full tech stack , ensuring systems are integrated, modern, and aligned to business needs.
• Provide internal  tech support escalation , troubleshooting issues and coordinating external IT partners as needed.
• Act as the single point of accountability for all vendors and software licenses, working in partnership with Finance to optimize spend, contracts, and operating efficiency.

HubSpot Ownership & CRM Excellence

• Own  HubSpot end-to-end  — backend architecture, frontend usability, workflows, automation, integrations, and reporting.
• Champion CRM governance, data quality, and consistent usage across all teams.
• Build dashboards and reports that support leadership decision-making, operational clarity, and client lifecycle insights.
• Partner cross-functionally to evolve HubSpot in support of sales, operations, outplacement, and service delivery.

Vendor, Licensing & Contract Management

• Act as  Vendor and License Manager  for all technology, software, and operational tools.
• Oversee contract negotiations, renewals, compliance, and cost optimization.
• Ensure vendors and platforms deliver value and scale with CareerJoy’s growth.

Security, Compliance & Risk

• Serve as  Company Security Officer , accountable for data security, access controls, and risk mitigation.
• Ensure compliance with  federal and provincial regulations , client security requirements, and government standards.
• Lead security audits, access reviews, and incident response protocols.

Government & External Reporting

• Own required  government and regulatory reporting , ensuring accuracy, readiness, and compliance.
• Partner with Finance and Leadership on audits and reporting requirements.

Financial Partnership & Cost Optimization

• Work closely with  Finance  to optimize operating costs, delivery costs, and technology spend.
• Analyze system usage, licensing, and workflows to improve cost-to-serve and efficiency.
• Support forecasting and budgeting through accurate operational reporting.

Cross-Functional Enablement

• Act as a strategic partner to People & Culture, Product & Solutions, Sales, and Professional Services.
• Enable teams with systems, reporting, and operational clarity to execute effectively.
• Translate complexity into clarity — building systems that feel human, scalable, and reliable.

Core Competencies

• Commitment:  Demonstrates accountability, ownership, and follow-through from first contact to completion.
• Character:  Professional, poised, and solutions-focused — builds trust through integrity and consistency.
• Competency:  Expert in coordination, systems thinking, and communication; thrives in fast-paced, matrixed environments.
• Culture: Embodies CareerJoy’s values —  Human. Canadian. Modern. Results.  — while contributing to a collaborative, high-performance culture.

Qualifications & Experience

• 3+ years of progressive experience in operations, systems, or business enablement roles
• Proven experience owning a  technology stack , CRM (HubSpot), and operational systems
• Strong experience with  vendor, licensing, and contract management
• Demonstrated partnership with  Finance  on budgeting, cost optimization, and reporting
• Experience acting as or partnering with a  Security / Compliance Officer
• Strong project management and change leadership capabilities
• Comfortable working cross-functionally with senior leaders and external partners
• Experience in professional services, consulting, or people-centric organizations preferred

What Success Looks Like

• Systems are reliable, secure, and well-adopted
• The team trusts the data and reporting
• Costs are optimized without sacrificing experience
• Teams feel supported, not constrained, by operations
• The business can scale with confidence

CareerJoy Way Statement

At CareerJoy, we all roll up our sleeves — no task is too big or too small. While this job description outlines the primary responsibilities of the role, we believe in shared ownership, flexibility, and teamwork. We all contribute where needed to make work better for our clients, our team, and each other.

• Salary Range
  • $70k-$90K