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Role Description
We’re looking for an Operations Lead to act as a bridge between the Office of the CEO (OCEO) and Dropbox’s business units, helping operationalize our company-wide business rhythms with rigor, clarity, and consistency.
Dropbox is an operationally heavy company; we believe that sweating the details of how work gets done drives better results. This role sits at the center of that philosophy. While there are known operating rhythms and mechanisms to support (e.g., planning, roadmapping, launch, QBRs, Board processes), the exact scope of this role will evolve based on where leverage is most needed. We’re looking for someone who can step into ambiguity, identify friction or gaps, and independently shape high-impact solutions.
This is an individual-contributor role requiring comfort working with executive leaders, Chiefs of Staff, embedded operational teams, and EPD partners. The ideal candidate is scrappy, detail-oriented, and systems-minded — someone who can quickly build context, earn trust, and drive clarity in complex environments.
Responsibilities
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Partner with Chiefs of Staff and embedded operational teams to support and strengthen company-wide operating rhythms
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Act as operational “glue” — identify inefficiencies, reduce duplication, and build scalable workflows, systems, and mechanisms that lower operational overhead while preserving rigor
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Uphold and reinforce the quality bar for executive-facing deliverables, including strategic plans, business reviews, board-ready materials, and in-quarter execution updates
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Distill complex processes and expectations into simple, concise guidance and resources accessible to all employees
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Enable Dropboxers at all levels to operate effectively within company frameworks through training, resources, and hands-on support
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Pilot and iterate on improvements to company-wide operating mechanisms, incorporating feedback and learning along the way
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Lead ad hoc projects in support of the CEO’s top priorities, owning work end-to-end from inception to delivery
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Represent the CEO’s vision and priorities in cross-functional contexts while building strong, trusted relationships with internal stakeholders
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Handle sensitive information with discretion and maintain composure while operating in a fast-moving, evolving environment
Requirements
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8+ years of experience in operations, program management, business operations, product operations, consulting, or similar roles in complex, cross-functional environments
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Demonstrated ability to thrive in ambiguity and independently define scope where it does not yet exist
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Proven experience building, improving, or scaling operational systems, processes, or program management frameworks
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Strong attention to detail paired with the judgment to know where rigor matters most
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Ability to move quickly, make sound judgment calls, and adapt in real time without sacrificing quality
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Excellent written and verbal communication skills, with experience synthesizing complex information into clear, executive-ready outputs, as well as creating simple, concise resources accessible to all employees
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High degree of ownership and independence; able to navigate ambiguity, influence without authority, and drive work to completion across organizational boundaries
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Scrappy and resourceful, with a willingness to roll up your sleeves while also thinking systemically
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Collaborative, team-first mindset with a strong desire to help the broader organization succeed
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Proven ability to remain calm, thoughtful, and effective in high-pressure or high-visibility situations
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High integrity and strong judgment when handling confidential or sensitive information
Preferred Qualifications
- Experience at a SAAS company, working on roadmapping, launch planning, or in product operations
Compensation
Canada Pay Range**$128,400—$173,700 CAD**
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About Dropbox
Reviews
3.6
17 reviews
Work Life Balance
4.2
Compensation
4.5
Culture
3.8
Career
3.2
Management
3.0
65%
Recommend to a Friend
Pros
High compensation packages
Remote/flexible work arrangements
Good work-life balance
Cons
Layoffs and job security concerns
Uncertainty about company future
Work may not be exciting
Salary Ranges
21 data points
Mid/L4
Mid/L4 · Enterprise Applications Analyst
1 reports
$194,450
total / year
Base
$169,087
Stock
-
Bonus
-
$194,450
$194,450
Interview Experience
3 interviews
Difficulty
3.0
/ 5
Duration
14-28 weeks
Offer Rate
33%
Experience
Positive 33%
Neutral 67%
Negative 0%
Interview Process
1
Application Review
2
Online Assessment
3
Recruiter Screen
4
Technical Phone Screen
5
Onsite/Virtual Interviews
6
Hiring Manager Interview
Common Questions
Coding/Algorithm
System Design
Behavioral/STAR
Technical Knowledge
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