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Senior Program Manager, Office of the CEO


Company Description

Dropbox is a special place where we are all seeking to fulfill our mission to design a more enlightened way of working. We’re looking for innovative talent to join us on our journey. The words shared by our founders at the start of Dropbox still ring true today.

Wouldn’t it be great if our working environment—and the tools we use—were designed with people’s actual needs in mind? Imagine if every minute at work were well spent—if we could focus and spend our time on the things that matter. This is possible, and Dropbox is connecting the dots.

The nearly 3,000 Dropboxers around the world have helped make Dropbox a living workspace - the place where people come together and their ideas come to life. Our 700+ million global users have been some of our best salespeople, and they have helped us acquire customers with incredible efficiency. As a result, we reached a billion dollar revenue run rate faster than any software-as-a-service company in history.

Dropbox is making the dream of a fulfilling and seamless work life a reality. We hope you’ll join us on the journey.

Team Description

Our Business Strategy & Operations team sets and drives key business initiatives across the company. We complement and support product, engineering, sales, and marketing teams across three critical areas: corporate and business unit strategy, business planning and sales operations, and business systems and tools development.

Role Description

The Office of the CEO is a small team focused on facilitating the CEO’s objectives and providing him with leverage. We’re looking to add a thoughtful and detail-oriented Senior Program Manager to support the Chief of Staff to the CEO and the CEO. As a program manager and strategic adviser, you will help create a roadmap to operational excellence, with clear work-back plans and measurable milestones, and provide thought partnership on a number of strategic initiatives.

You’re comfortable interacting cross-functionally at all levels of the organization. You’re humble, a team player, and known for your ability to build relationships. You’re able to learn and process information quickly, and enjoy debating a variety of topics.

You’ll be working in a fast-paced environment with passionate team members who are focused on quality and execution. If you like to tame chaos while remaining calm and flexible in the face of ever-changing priorities and needs, then this is the role for you.


  • Manage and streamline operating rhythms for the CEO, including centralized tracking of all project plans, action items, milestone and dependencies
  • Maintain the CEO’s OKRs, ensure interconnectedness with other Dropbox organization’s OKRs, and draft company-wide updates to create transparency and accountability around progress
  • Act on behalf of the Chief of Staff to the CEO, where needed
  • Represent the CEO’s vision and priorities in cross-functional projects, building great relationships with internal stakeholders
  • Act as an advisor/thought partner to the Chief of Staff to the CEO, and the CEO, by providing honest and thoughtful feedback (both positive and constructive)
  • Lead special projects for the CEO
  • Act as “pinch-hitter” for other parts of OCEO as needed
  • Maintain sensitive information and fluidly adapt to a rapidly changing environment

Success in this role is measured by:

  • Increasing the leverage of the Chief of Staff to the CEO, and the CEO, by providing programatic support and thought partnership


  • 5+ years experience - background in consulting, business operations, project management strongly preferred
  • Previous experience in SaaS environment preferred
  • Strong organization skills
  • Ability to draw insights from unorganized information and help drive process improvements accordingly
  • Ability to move quickly and make on-the-spot decisions without sacrificing attention to detail
  • Strong communication skills, both written and verbal - ability to clearly articulate business issues and recommend / synthesize solutions
  • Self-starter, motivated by driving impact.
  • Collaborative, team-first mindset. Strong desire to make the entire team successful
  • Bachelors Degree in Business (or related field)
  • Ability to maintain composure and sense of humor in high-pressure situations
  • High integrity with the ability to treat confidential information with sensitivity

Preferred Qualifications

  • Coding experience
  • Computer science degree
  • Consulting (eg BCG, Bain, Mckinsey) or Investment Banking background

Total Rewards

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).

Current Salary/OTE Ranges (Subject to change):C$161,500 - C$190,000 - C$218,500

Dropbox is an equal opportunity employer. We are a welcoming place for everyone, and we do our best to make sure all people feel supported and connected at work. A big part of that effort is our support for members and allies of internal groups like Asians at Dropbox, BlackDropboxers, Latinx, Pridebox (LGBTQ), Vets at Dropbox, Women at Dropbox, ATX Diversity (based in Austin, Texas) and the Dropbox Empowerment Network (based in Dublin, Ireland).

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