Director, Product Operations – Planning

This is a fully remote position, open to applicants in United States.

📋 Description

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

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

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

• Build and sustain comprehensive visibility across the portfolio, including initiatives, dependencies, capacity, and resource allocation.

• Develop and operationalize frameworks for prioritization that balance strategic impact, client value, and operational constraints.

• Ensure that product roadmaps are clear, aligned, and transparent for 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.

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

• Identify opportunities to automate workflows and expand operational best practices.

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

⛳️ Requirements

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

• Proven track record in building and scaling product operating models or planning functions that enhance execution predictability and organizational alignment.

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

• Strong cross-functional leadership abilities with a capacity to influence senior stakeholders and drive alignment on priorities and trade-offs.

• Experience in defining and operationalizing metrics to improve delivery outcomes, roadmap transparency, and organizational effectiveness.

• Proven capability to translate strategy into scalable systems, processes, and measurable business outcomes.

🏝️ Benefits

• Medical, dental, and vision benefits: Affordable healthcare plans and company HSA contributions starting on 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; after 3 years of service, PTO increases to 22 days, and to 25 days after 5 years.

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

• Insurance options for accidents, critical illness, and hospital indemnity.

• Pet insurance available.

• 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 expenses.

• Opportunities for culture and team-building activities.

• Tuition assistance provided.

• Career development opportunities available.

• Charitable contribution match up to $250 per year.