VP, Operations

Role Overview

• 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.
• 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.

Requirements

• 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.

Benefits

• 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