Dropbox

Senior Strategy & Operations Program Manager

Dropbox

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇨🇦 Canada

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Salary

💰 CA$178,500 - CA$241,500 per year

Job Level

Senior

Tech Stack

Tableau

About the role

  • Partner with senior leadership and executives to define the strategic vision and then translate it into prioritized goals and concrete execution roadmaps.
  • Define, implement, and manage operating cadences for the division (e.g. goals, QBRs, roadmap reviews, launch planning, regular exec-level briefings) to ensure alignment, accountability, and transparency.
  • Build and maintain frameworks for tracking performance metrics, KPIs, business outcomes, and post-mortems — enabling continuous improvement and iterative learning.
  • Facilitate cross-functional alignment and communication across Product, Engineering, Design, GTM, and other teams; surface and resolve interdependencies, resource constraints, and blockers.
  • Lead cross-functional strategic initiatives from ideation and opportunity sizing, through planning, execution and measurement — blending strategy, program management, and operational execution.
  • Produce high-quality executive-level deliverables and presentations (strategic plans, business reviews, board-ready materials) that distill complexity into clarity for leadership.
  • Act as an operational “glue”: identify inefficiencies, implement process improvements, and build scalable workflows and systems that support fast-moving, high-growth product development cycles.

Requirements

  • 10+ years of experience in program management, business operations, strategy, or related roles at a high-growth tech company (SaaS/product-led)
  • Proven track record of successfully leading multi-function, cross-organizational programs from concept through delivery, including leading stakeholder alignment across teams (Product, Engineering, Design, GTM, Finance, etc)
  • Demonstrated ability to use data to drive decision making and identify business opportunities, including experience with Excel, Tableau, Amplitude, or other analytics tools
  • Experience leading strategic planning cycles, goal setting, business rhythms, and daily operations in a large organization
  • Exceptional communication and interpersonal skills; proven experience preparing executive-level presentations, business reviews, and strategic narratives for senior leadership or board audiences
  • Ability to switch between high-level strategic thinking and detail-oriented execution
  • Strong bias for action, high ownership mindset, and comfort navigating ambiguity and complexity.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
program managementbusiness operationsstrategydata-driven decision makingperformance metricsKPI trackingprocess improvementsstrategic planninggoal settingexecutive-level presentations
Soft skills
communication skillsinterpersonal skillsleadershipcross-functional collaborationproblem-solvingstrategic thinkingdetail-oriented executionownership mindsetadaptabilityfacilitation