Lead IT Program Manager

Klaviyo•Boston, MA
•$132,000 - $198,000

About The Position

The Lead IT Program Manager is the operational backbone of Klaviyo's Corporate IT organization, part of Global Technology Solutions. The role delivers large, cross-functional initiatives; owns portfolio planning and prioritization and the quarterly OKR process; advances Agile practices and continuous improvement; and manages vendors. It partners with the Director of Corporate IT and teams across IT, Engineering, Security, Finance, Procurement, Legal, and Business Operations. The role uses AI daily to improve program delivery and helps teams adopt AI responsibly. Corporate IT provides technology systems, administration, and support to Klaviyos worldwide. Its teams include IT Support, IT Systems, IT Network, and IT Strategy & Operations, which coordinates cross-functional programs, develops work management systems, and aligns initiatives with the broader GTS vision. The organization uses modern DevOps practices and is moving toward configuration as code, infrastructure as code, and increased automation. The position leads strategic programs from scope and planning through delivery, establishes program success metrics, performs risk and contingency planning, and leads vendor evaluation and selection. It partners with the Director to establish and run quarterly OKRs, supports strategic planning and communications, and manages the IT portfolio, capacity planning, and project prioritization. It also defines and coaches pragmatic Agile practices, supports the migration from Jira to Linear, improves workflows and reporting, and leads process-improvement initiatives through adoption and measurement. The role builds and promotes AI-assisted and automated program workflows, such as status reporting, backlog hygiene, intake triage, and OKR tracking, while modeling responsible AI use with privacy, security, and human review. Travel may be required up to 10% and is coordinated in advance. The stated U.S. base pay range is $132,000–$198,000. The total compensation package may include an annual cash bonus, equity, sign-on payments, and health, welfare, and wellbeing benefits, subject to eligibility.

Requirements

  • At least 6 years of experience in program or project management, operational leadership, or strategic consulting, ideally in IT, infrastructure, or technical environments.
  • Hands-on experience implementing and coaching Agile practices such as Scrum and Kanban across multiple teams, with the ability to adapt practices to different kinds of work.
  • Experience establishing, running, and reporting on OKRs or a similar goal-setting framework with senior leaders.
  • A track record of diagnosing inefficiencies, redesigning workflows, and driving adoption of process improvements.
  • Experience scoping, planning, and delivering large multi-team technical programs, including programs with budgets over $1 million and close work with finance and procurement.
  • Working understanding of DevOps and CI/CD concepts, including infrastructure as code and automated deployments; hands-on experience is not required.
  • Experience leading vendor evaluations and RFP processes through contract and performance management.
  • Daily use of AI tools such as LLM assistants, AI search, or agents, with concrete examples of their impact on planning, communication, and delivery.
  • Experience building AI-assisted workflows or automations, such as prompts, agents, or low-code automation, to reduce manual work.
  • Excellent communication skills, including active listening and tailoring messages for engineers and executives.
  • Comfort leading cross-functional work amid ambiguity, shifting priorities, and loosely defined plans and objectives.
  • Strong hands-on experience with a modern Agile work management tool such as Linear, Jira, or a similar platform.

Nice To Haves

  • PMP, Agile (PMI-ACP, CSM, SAFe), or Lean/process improvement certification.
  • Experience with enterprise SaaS ecosystems such as Okta, Slack, Workday, or Jamf; network programs; or security and compliance programs.
  • Familiarity with low-code automation or workflow tools.
  • Experience mentoring or informally leading other project managers.
  • Linear experience.

Responsibilities

  • Lead end-to-end delivery of large, cross-functional programs across IT Support, IT Systems, and IT Network, including scoping, planning, coordination, progress tracking, and schedule and resource adjustments.
  • Partner with IT Systems on programs involving DevOps practices such as infrastructure as code and automation; plan realistically, identify risks, and represent the work to leadership.
  • Perform risk analysis, build contingency plans, and raise critical issues to support timely prioritization and trade-off decisions.
  • Establish program success metrics and report on adoption, delivery, and business impact.
  • Lead vendor evaluation and selection, including requirements gathering, RFI/RFP processes, scoring criteria, demos, proofs of concept, and build-versus-buy recommendations.
  • Work with Procurement, Accounting, Security, and Legal to manage program budgets and contingencies.
  • Partner with the Director of Corporate IT to establish quarterly OKRs aligned with GTS and company goals.
  • Run the quarterly OKR cadence, including drafting and alignment with team leads, check-ins, scoring, and retrospectives.
  • Track and report OKR progress to Corporate IT and GTS leadership, identifying on-track work, risks, and decisions needed.
  • Support strategic planning, roadmaps, annual and quarterly planning cycles, and leadership and cross-functional communications.
  • Partner with IT leadership on project intake, selection, prioritization, and the pipeline of future work.
  • Develop the portfolio structure in Linear so projects trace back to OKRs or strategic opportunities.
  • Lead Corporate IT capacity planning and analyze project trends in relation to organizational goals.
  • Define and align Agile practices for planning, sprint and Kanban cadences, estimation, backlog refinement, retrospectives, and definition of done.
  • Coach teams and leads on Agile principles and tailor practices to project, operations, and support work.
  • Help migrate work management from Jira to Linear and configure and evolve workflows, views, and metrics such as velocity, cycle time, and throughput.
  • Lead process-improvement initiatives from idea through adoption, including documentation, change management, and measurement of results.
  • Use AI for program planning, status reports, meeting and decision synthesis, portfolio and OKR analysis, and earlier risk identification.
  • Build AI-assisted and automated workflows for program operations, including status reporting, backlog hygiene, intake triage, and OKR tracking.
  • Champion AI adoption by identifying useful cases, piloting them with teams, and sharing effective playbooks.
  • Model responsible AI use, including privacy, security, and human-in-the-loop review.

Benefits

  • The total compensation package may include participation in the annual cash bonus plan, equity, and sign-on payments.
  • A comprehensive range of health, welfare, and wellbeing benefits based on eligibility.
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