Upshop
Director, Business Operations
Mississauga. Posted a month ago
The role
This senior operator will own the strategic operating model for the Product & Engineering organization. The role involves managing PDLC methodology, planning cadences, resource planning, and tooling strategy.
What you will do
- Own PDLC methodology and maturity across the Product & Engineering org
- Own the design of Product & Engineering planning cadences
- Own resource and capacity planning across the org
- Drive cross-department scaling of the operating model
- Own OKR/Rocks traceability strategy
- Own KPI and executive dashboard strategy
- Own org structure and role documentation
- Own the tooling strategy and architecture
- Identify and implement AI-assisted automation
- Partner with CPO, VP of Engineering, and Directors of Engineering
Required qualifications
- 8–12+ years in business operations, chief of staff, technical program management, or product operations roles at a fast-growing company
- Demonstrated success building or maturing an operating model or PDLC framework
- Proven people-management experience
- Comfortable getting hands-on with tooling including dashboards, workflow automation, and integrations
- Experience managing process documentation, internal knowledge bases, and change communication
- Strong written and verbal communication
- Experience presenting to executive leadership
- Experience with OKR/goal-traceability frameworks
Nice to have
- Prior chief-of-staff or business-operations experience reporting directly into a VP/C-level
- Experience in a multi-suite or multi-product organization with distributed engineering/product leadership
- Background in defining or scaling program-management functions
- Experience evaluating or integrating AI/automation into operational workflows
- Familiarity with change-management methodologies
About the company
Upshop is hiring a senior operator to own the strategic half of how its Product & Engineering organization runs.