VP, Operations or US Remote

VP, Operations

Department: Operations

Employment Type: Full Time

Location: Canada - Remote

The VP, Operations is the most senior leader in the Operations function and a peer member of Riipen’s executive team. This role owns the architecture and performance integrity of Riipen’s Operating System so the company can scale revenue growth, margin, and outcome reliability in parallel.

The VP, Operations builds the systems that turn ambition into predictable execution. They ensure that growth compounds rather than fragments, that commitments remain credible, and that impact scales without sacrificing quality or sustainability.

When this role is working well, Riipen runs with clarity. Decisions are made once and enforced consistently. Leading indicators surface early. Escalation is predictable. Teams move fast because the system is strong.

This role partners directly with the CEO to institutionalize disciplined execution across the company.

Responsibilities include, but are not limited to;

• 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.

Functional leaders retain ownership of their strategic domains and targets, and the VP Operations ensures those commitments are governed, measured, and executed through Riipen’s Operating System.

• 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.

The VP, Operations role is not a facilitator of activity in the business - they are critical in sustaining and reinforcing the architecture that will help Riipen to grow.

• 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.

Growth should increase strength, not fragility.

• 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

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