Dropbox Logo

Dropbox

Senior Strategy & Operations Program Manager

Posted 2 Days Ago
Be an Early Applicant
Remote
Hiring Remotely in Canada
Senior level
Remote
Hiring Remotely in Canada
Senior level
The Senior Strategy & Operations Program Manager will drive operational excellence, partner with leadership to define strategy, and oversee cross-functional initiatives.
The summary above was generated by AI
Role Description

At Dropbox, we believe in simplifying the way people work together. We provide a range of innovative cloud-based solutions to empower individuals and businesses to share, access, and collaborate on their files seamlessly. We’re looking for an experienced Senior Strategy & Operations Program Manager to partner across the organization to develop our strategy and develop the operational mechanisms to ensure we successfully deliver against our goals.

As a Senior Strategy & Operations Program Manager, you will join a small, high-impact team that partners across Product, Engineering, Design, GTM, and Executive leadership to drive end-to-end operational excellence: from shaping long-term strategy and business planning to overseeing execution, removing operational friction, and enabling rapid product development cycles. This is a senior individual-contributor role, and requires the ability to work effectively with executive leaders, EPD teams (engineering, product, design), and across organizational boundaries. The ideal candidate brings deep program management chops, a strategic mindset, and the ability to translate high-level vision into clear, actionable plans and operational cadence. 

Responsibilities
  • 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
Preferred Qualifications
  • Prior experience in product management or corporate strategy, especially for technology companies
  • Prior experience in a product-led SaaS company, ideally with exposure to building or scaling core platform/business-critical systems
  • Demonstrated success designing and running SMART goals or similar operating cadence frameworks at scale
  • Skilled at stakeholder management: building relationships and consensus across diverse functional teams — Product, Engineering, GTM, Finance, etc
  • Prior exposure to building systems, processes, or tooling to support program management, cross-functional execution, or operational scaling
Compensation
Canada Pay Range
$178,500$241,500 CAD

Top Skills

Amplitude
Excel
Tableau

Similar Jobs at Dropbox

An Hour Ago
Remote
Canada
Senior level
Senior level
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Manage a Business Intelligence team while driving analytics strategy, prioritizing projects, and ensuring performance alignment with business objectives. Lead and mentor team members while partnering with cross-functional stakeholders.
Top Skills: DatabricksLookerPower BISnowflakeSQLTableau
An Hour Ago
Remote
Canada
Expert/Leader
Expert/Leader
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
The Principal Software Engineer will lead the vision and execution of Dropbox's Developer Productivity, focusing on AI-enhanced platforms, workflow optimization, and system design across multiple environments.
Top Skills: AICi/CdDeveloper PlatformsDistributed SystemsLlmsMulti-Platform Development
An Hour Ago
Remote
Canada
Senior level
Senior level
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
As a GTM Full Stack Engineer, you'll develop applications, enhance automation, and collaborate across teams while guiding junior developers.
Top Skills: JavaScriptNode.jsPythonReactTypescript

What you need to know about the Montreal Tech Scene

With roots dating back to 1642, Montreal is often recognized for its French-inspired architecture and cobblestone streets lined with traditional shops and cafés. But what truly sets the city apart is how it blends its rich tradition with a modern edge, reflected in its evolving skyline and fast-growing tech industry. According to economic promotion agency Montréal International, the city ranks among the top in North America to invest in artificial intelligence, making it le spot idéal for job seekers who want the best of both worlds.

Key Facts About Montreal Tech

  • Number of Tech Workers: 255,000+ (2024, Tourisme Montréal)
  • Major Tech Employers: SAP, Google, Microsoft, Cisco
  • Key Industries: Artificial intelligence, machine learning, cybersecurity, cloud computing, web development
  • Funding Landscape: $1.47 billion in venture capital funding in 2024 (BetaKit)
  • Notable Investors: CIBC Innovation Banking, BDC Capital, Investissement Québec, Fonds de solidarité FTQ
  • Research Centers and Universities: McGill University, Université de Montréal, Concordia University, Mila Quebec, ÉTS Montréal

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account