Senior Strategy & Operations Program Manager
Dropbox
Dropbox is a Virtual First company. For this role, we are currently only authorized to hire candidates from the following provinces: Alberta, British Columbia, Ontario, and Saskatchewan.
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
The range listed above is the expected annual salary/OTE for this role, subject to change.
Salary/OTE is just one component of Dropbox’s total rewards package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock in the form of Restricted Stock Units (RSUs).
Company Description
Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working. We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox—and with it the future of work. Our Virtual First model combines the autonomy of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who you are and grow into who you’re meant to be. Here, you can own your impact to make work more intuitive, joyful, and human—for you as a Dropboxer and for hundreds of millions of people worldwide. If you're ready to push boundaries—and yourself— Dropbox is ready for you.
Benefits
Dropbox is committed to investing in the holistic health and wellbeing of all Dropboxers and their families. Our benefits and perks programs include, but are not limited to:
- Competitive medical, dental and vision coverage*
- Retirement savings through a defined contribution pension or savings plan**
- Flexible PTO/Paid Time Off, paid holidays, Volunteer Time Off, and more, allowing you time to unplug, unwind, and refresh
- Income Protection Plans: Life and disability insurance*
- Business Travel Protection: Travel medical and accident insurance*
- Perks Allowance to be used on what matters most to you, whether that’s wellness, learning and development, food and groceries, and much more
- Parental benefits including: Parental Leave, Fertility Benefits, Adoptions and Surrogacy support, and Lactation support
- Mental health and wellness benefits
Additional benefits details are available upon request.
*Where group plans are not available, allowances may be provided
**Benefit, amount, and type are dependent on geographical location, based upon applicable law or company policy
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