Director, Product Operations – Planning

📋 Description

• Define, implement, and continually enhance the operating model for Product & Engineering, encompassing planning, governance, and execution rhythms.

• Oversee annual and quarterly planning cycles (OKRs), ensuring clear alignment from the overall company strategy to team-level execution.

• Establish and uphold governance and decision-making frameworks for roadmaps that promote clarity, accountability, and consistency.

• Create and maintain comprehensive visibility across the portfolio, including initiatives, dependencies, capacity, and resource allocation.

• Develop and implement prioritization frameworks that effectively balance strategic impact, client value, and operational limitations.

• Ensure that product roadmaps are clear, aligned, and transparent among leadership and key stakeholders.

• Implement systems, processes, and metrics that enhance delivery predictability, throughput, and execution quality.

• Define and monitor product and operational performance metrics (e.g., roadmap health, delivery accuracy, cycle time, dependency risk).

• Identify systemic risks and inefficiencies, driving continuous improvement within Product and Engineering.

• Foster alignment among Product, Engineering, Finance, and Commercial teams regarding priorities, sequencing, and trade-offs.

• Enhance collaboration models and operating rhythms to minimize friction and boost velocity.

• Influence leadership decisions through data-driven insights, structured problem-solving, and clear recommendations.

• Utilize AI to improve planning, forecasting, and operational insights.

• Identify opportunities for workflow automation and scaling of operational best practices.

• Advocate for the adoption of AI-driven tools and processes across Product and Engineering.

⛳️ Requirements

• Over 10 years of experience in Product Operations, Program Management, Product Management, or similar roles within a SaaS or technology context.

• Demonstrated experience in building and scaling product operating models or planning functions that enhance execution predictability and organizational alignment.

• Proven success in leading annual and quarterly planning processes (e.g., OKRs) across cross-functional teams.

• Strong cross-functional leadership capabilities, with the ability to influence senior stakeholders and achieve alignment on priorities and trade-offs.

• Experience in defining and operationalizing metrics that enhance delivery outcomes, roadmap transparency, and organizational effectiveness.

• Proven ability to translate strategy into scalable systems, processes, and measurable business results.

🏝️ Benefits

• Medical, dental, and vision benefits: Affordable healthcare plans and company HSA contributions, effective from Day 1.

• A 6% 401(k) match.

• Competitive time-off package including 20 days of Paid Time Off, 9 Company-Paid holidays, 2 paid floating holidays, 7 paid sick days, 2 Wellness days, and 1 Paid Volunteer Day; PTO increases to 22 days after 3 years of service, and to 25 days after 5 years.

• 12 weeks of primary caregiver leave and 4 weeks of secondary caregiver leave.

• Accident, critical illness, and hospital indemnity insurance.

• Pet insurance.

• Legal assistance and identity theft insurance plans.

• Life insurance at 2x salary.

• Access to the Calm app and the Employee Assistance Program.

• $65/month Remote work stipend for internet.

• Culture and team-building activities.

• Tuition assistance.

• Career development opportunities.

• Charitable contribution match up to $250 per year.