Director, Sales Strategy & Operations

PagerDuty•San Francisco, CA
•$147,000 - $246,400•Hybrid

About The Position

PagerDuty is seeking a senior operator and trusted advisor to its Americas Sales and Customer Success leadership. Reporting to the VP, Field Operations, this role leads sales planning and translates company strategy into a scalable, repeatable Americas go-to-market engine spanning Commercial, Mid-Market, and Enterprise segments and the full customer lifecycle. The director anticipates future business needs while maintaining the operating cadence and forecast rigor required to keep the region on track. The role leads a team of sales and customer success operations professionals and a portfolio of strategic go-to-market initiatives. It partners with IT, Applications, and other stakeholders to evolve supporting processes and systems, but does not own the technology stack.

Requirements

  • 10+ years of experience in management consulting, sales, customer success, business operations, GTM strategy, or business planning in enterprise software or large-scale technology.
  • SaaS or consumption experience and deep understanding of ARR and consumption models and related metrics, including bookings, pipeline coverage, GRR/NRR, churn, and expansion.
  • 3+ years of direct people management experience leading sales operations, customer success operations, strategy, or analytics teams.
  • Track record leading sales planning and running the sales operating cadence with senior Sales leaders.
  • Track record driving new-business and renewal forecasting, pipeline analytics, and performance governance with senior Sales and Customer Success leaders.
  • Experience with coverage models, territory and book-of-business governance, quota setting, and capacity planning for a multi-segment Sales and Customer Success organization.
  • Experience with customer lifecycle programs, including health scoring, onboarding, renewal management, and churn mitigation.
  • Strong command of metrics and business modeling.
  • Executive-level communication skills with VP- and C-level audiences.
  • Ability to balance strategic work with hands-on execution.
  • Ability to translate business needs into requirements for IT and Applications.
  • Bachelor's degree in Business, Finance, Economics, or a related quantitative field.

Nice To Haves

  • Extensive GTM strategy and operations experience, ideally in cloud computing.
  • Problem-solving ability, strategic thinking, methodical execution, and skill in identifying root causes.
  • Analytical, data-driven decision-making and a record of successful GTM strategies spanning Product Led Growth and Enterprise Selling motions.
  • Willingness to perform hands-on tasks such as creating analytics and writing communications while also conducting sophisticated work for senior executives.
  • Curiosity about business and customers, with a customer-focused approach to Strategy & Operations.
  • Understanding of sales tools and how to advise GTM stakeholders on using them effectively to improve efficiency and selling motions.
  • MBA or equivalent advanced degree.
  • Management consulting or corporate strategy experience in GTM, sales effectiveness, or customer retention.
  • Experience as a Business Manager, Chief of Staff, or operating leader supporting Sales or Customer Success executives.
  • Experience managing a portfolio of 6–12 month initiatives in a matrixed organization.
  • Experience building scaled or digital Customer Success motions for long-tail segments.
  • Experience using AI tools to improve analysis, forecasting, or workflows.
  • Familiarity with Salesforce, Tableau, Anaplan, Gong, and Snowflake.

Responsibilities

  • Partner with Americas Sales leadership to execute key business imperatives and translate company and regional priorities into clear plans.
  • Own the Americas sales operating cadence, including weekly forecast calls, pipeline inspections, deal reviews, QBRs, and executive performance readouts.
  • Improve forecast accuracy and pipeline health through consistent inspection standards, stage definitions, and leading-indicator reporting.
  • Anticipate performance, pipeline coverage, and resource needs across future quarters and recommend actions before gaps emerge.
  • Drive seller and front-line manager productivity by identifying friction, simplifying sales processes, and scaling best practices across segments.
  • Support the design of overage models, territories, segmentation, quotas, and capacity planning.
  • Support Sales compensation, headcount, and incentive design in partnership with Finance and People.
  • Serve as the operating partner to Americas Customer Success leadership on retention, adoption, and expansion priorities.
  • Own Customer Success operating metrics and reporting, including gross and net revenue retention, churn, renewal rates, expansion, adoption, and customer health, and drive improvement actions.
  • Design and operationalize customer lifecycle processes, including Sales-to-CS handoffs, onboarding, health scoring, success planning, renewal management, and escalation and risk playbooks.
  • Own renewal and retention forecasting and CSM book-of-business design, including customer-to-CSM coverage ratios.
  • Support Customer Success compensation, headcount, and incentive design in partnership with Finance and People.
  • Translate complex plans into compelling narratives for the VP, Field Operations, Americas Sales and Customer Success leadership, and the Executive Leadership Team.
  • Identify bottlenecks and streamline processes to improve decision speed, seller productivity, and CSM efficiency, including identifying opportunities for AI and automation.
  • Partner with IT, Applications, and other stakeholders to define requirements and priorities for processes and tools supporting Americas Sales and Customer Success; the role does not own the systems roadmap.
  • Lead, coach, and develop a high-performing team of sales and customer success operations and strategy professionals.

Benefits

  • Competitive salary
  • Comprehensive benefits package
  • Flexible work arrangements
  • Company equity
  • Employee Stock Purchase Program (ESPP)
  • Retirement or pension plan
  • Generous paid vacation time
  • Paid holidays and sick leave
  • Companywide paid wellness days and HibernationDuty days in addition to PTO
  • Paid parental leave: 22 weeks for pregnant parents and 12 weeks for non-pregnant parents, subject to local standards
  • Paid volunteer time off: 20 hours per year
  • Company-wide hack weeks
  • Mental wellness programs
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