VP, Operations (Canada or US Remote)
Riipen View all jobs
- Vancouver, BC
- Permanent
- Full-time
- Own the full scope of Riipen's Operating System architecture, including enterprise OKRs, KPIs, scorecards, decision forums, accountability structures, and company-wide operating rhythms.
- Design and maintain the executive cadence that translates strategy into measurable execution across Product, Revenue, Delivery, Employer, and Finance.
- Ensure cross-functional planning is disciplined, time-bound, and aligned to enterprise priorities.
- Maintain clarity of decision rights, forum ownership, and escalation paths.
- Enforce Product-defined quality gates and outcome reliability thresholds
- Enforce Finance-defined sustainability gates, including margin discipline and unit economics.
- Ensure adherence to decisions made across the business through functional forums (Product, Revenue, Strategic Initiatives, and Finance)
- Exercise authority to pause launches, reduce scope, or block commitments that violate agreed gates or create unsustainable risk.
- Own the system to monitor operational readiness gates for new products, delivery models, employer programs, and geographic expansion.
- Ensure launches occur only when quality, sustainability, and execution standards are met.
- Protect enterprise capacity by preventing initiative overload and reinforcing start-stop discipline alongside Strategic Initiatives.
- Build leading indicator systems that surface operational deterioration early across revenue, delivery, quality, and margin
- Reduce operational variance and late-stage surprises through disciplined execution frameworks.
- Own the CRM as the enterprise system of record, including schema governance, data integrity, access controls, and enforcement signals.
- Ensure workflows reinforce operating standards.
- Partner with Revenue Operations, which owns revenue workflows within the CRM, while maintaining enterprise governance authority.
- Serve as a peer executive responsible for enterprise execution clarity and discipline
- Provide board-ready reporting on operational health, leading indicators, systemic bottlenecks, and execution risk.
- Partner closely with the CEO to ensure strategic ambition is matched with operational integrity.
- Support executive hiring and onboarding for operationally critical roles.
- Revenue Operations including Director of Operations as a direct report
- Data and Operations team with four indirect reports
- Compliance function with one direct and one indirect report
- Legal oversight related to governance, escalation, and enforcement rather than direct legal execution
- Bring 10+ years of leading operations, business systems, or strategy in a scaling SaaS or technology organization, with direct responsibility for company-wide operating rhythms and governance.
- Have a proven record of building or transforming operating systems that drive disciplined execution, cross-functional alignment, and measurable business performance.
- Are fluent in enterprise operating frameworks - OKRs, KPIs, governance forums, and know how to use them to turn strategy into predictable outcomes.
- Demonstrate credibility in enforcing standards and decision integrity across functions while still enabling collaboration and growth.
- Combine systems-level thinking with a strong command of data models, CRM architecture, and operational health indicators.
- Thrive in ambiguity, quickly building structure and rhythm where none exists, and scaling those systems sustainably as the business grows.
- Partner effectively with executive peers and boards, communicating complex operational signals in clear, decision-ready formats.
- Lead with conviction and curiosity-balancing attention to detail with awareness of enterprise priorities and long-term resilience.
- Value a transparent, inclusive, and feedback-oriented culture and believe strong architectures empower people, not constrain them.
- Remote/travel working opportunities (when appropriate)
- 4-weeks of annual vacation
- Extended Health and Dental benefits from your first day
- Flexible health spending account
- Work from home stipend