Senior Product Operations Manager

What’s in it for you? Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey. About the role We’re looking for a Senior Product Operations Manager who can independently lead a program area, strengthen execution across a broader domain, and help define the operating practices that improve how work gets done at Calendly. This role blends strategic program ownership with hands-on operational leadership. You will operate as a trusted partner to leaders in a defined product or functional area while also owning one or more horizontal Product Operations capabilities that need to scale across R&D. You will be expected to move fluidly between strategy, execution, insight generation, change enablement, and process design. A day in the life of a Senior Product Operations Manager at Calendly As a Senior Product Operations Manager, you will own a meaningful program area and help define the strategy and prioritized roadmap for that area. You will lead complex, cross-functional work that improves planning quality, delivery consistency, and organizational alignment, while strengthening the standards, governance, and workflows that enable Product Excellence at scale. On a typical day, you will be working on: Serving as the primary Product Operations partner to a broader product or functional area, helping leaders improve planning, prioritization, execution, and portfolio clarity. Provide input into the strategy and prioritized roadmap for a program or operating capability area, including goals, success measures, milestones, and dependencies. Leading large, cross-functional projects that translate broad goals into iterative phases with measurable outcomes. Defining and monitoring operational health metrics, identifying recurring friction points, and turning them into actionable backlog, roadmap, or process improvement work. Owning one or more horizontal Product Operations capabilities across R&D, including process design, governance, standards, workflows, templates, and success measures. Synthesizing stakeholder perspectives, user feedback, and operational data to generate actionable insights that inform priorities and decision-making. Designing and implementing scalable process changes across discovery, planning, execution, launch readiness, and issue management. Building coalitions across Product, Engineering, Design, Research, Analytics, and GTM to drive alignment, adoption, and stronger cross-functional ways of working. Right-sizing change management plans so that new processes and expectations are introduced clearly, practically, and with durable adoption. What do we need from you? 8+ years of experience in Product Operations, Program Management, or a related function supporting software product development organizations. Demonstrated experience owning a program area or operating capability and leading complex cross-functional initiatives end to end. Strong experience defining processes, governance, and workflows that improve execution across teams. Ability to generate insights from multiple inputs, including stakeholder feedback, delivery signals, operational metrics, and qualitative research. Strong facilitation and communication skills, with the ability to align stakeholders around tradeoffs, direction, and next steps. Experience working within Jira, Confluence, and related planning/reporting tools in a scaled environment. Strong judgment, organizational leadership, and the ability to operate effectively with incomplete information. Candidates must be located in San Francisco Bay Area; this role requires in-office 1-2 times a week. Preferred qualifi…