Director, Product Operations – Planning

Role Overview

• Define, implement, and continuously evolve the Product & Engineering operating model, including planning, governance, and execution rhythms
• Lead annual and quarterly planning processes (OKRs), ensuring clear alignment from company strategy through team-level execution
• Establish and enforce roadmap governance and decision-making frameworks that drive clarity, accountability, and consistency
• Build and maintain end-to-end portfolio visibility across initiatives, dependencies, capacity, and resource allocation
• Develop and operationalize prioritization frameworks that balance strategic impact, client value, and operational constraints
• Ensure product roadmaps are clear, aligned, and transparent across leadership and key stakeholders
• Implement systems, processes, and metrics that improve delivery predictability, throughput, and execution quality
• Define and track product and operational performance metrics (e.g., roadmap health, delivery accuracy, cycle time, dependency risk)
• Identify systemic risks and inefficiencies and drive continuous improvement across Product and Engineering
• Drive alignment across Product, Engineering, Finance, and Commercial teams on priorities, sequencing, and trade-offs
• Improve collaboration models and operating cadences to reduce friction and increase velocity
• Influence leadership decisions through data-driven insights, structured problem-solving, and clear recommendations
• Leverage AI to enhance planning, forecasting, and operational insights
• Identify opportunities to automate workflows and scale operational best practices
• Champion adoption of AI-driven tools and processes across Product and Engineering

Requirements

• 10+ years of experience in Product Operations, Program Management, Product Management, or related roles in a SaaS or technology environment
• Proven experience building and scaling product operating models or planning functions that improve execution predictability and organizational alignment
• Demonstrated success leading annual and quarterly planning processes (e.g., OKRs) across cross-functional teams
• Strong cross-functional leadership skills with the ability to influence senior stakeholders and drive alignment on priorities and trade-offs
• Experience defining and operationalizing metrics that improve delivery outcomes, roadmap transparency, and organizational effectiveness
• Demonstrated ability to translate strategy into scalable systems, processes, and measurable business outcomes

Benefits

• Medical, dental and vision benefits: Affordable health care plans and company HSA contributions, starting on Day 1
• A 6% 401(k) match
• Competitive time off package with 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; at 3 years of service PTO increases to 22 days, and at 5 years it increases to 25 days
• 12 weeks primary caregiver leave & 4 weeks secondary caregiver leave
• Accident, critical illness, and hospital indemnity insurance
• Pet insurance
• Legal assistance and identity theft insurance plans
• Life insurance 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