Chief of Staff - VP of Product & Go-to-Market
Dropbox is a Virtual First company. For this role, we are hiring in Zones 2 and 3. Please refer to our Compensation section below to see what neighborhoods fall under each Zone.
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.
Team Description
The Dropbox Product Management Team envisions and builds the future of work while growing our business, one product at a time. We're strategic thinkers and advocates for our users, crafting solutions that make work more intuitive and joyful. Using data, research, and strategy—and a healthy dose of empathy—we guide cross-functional teams toward the shared goal of creating transformative products that people love to use. If you're passionate about building solutions that reshape how the world works while delighting users in the process, join our Product Management team.
Areas of work include Product Management, Product Strategy, User Research, Data Analytics, Product Operations, Growth Strategy, and Go-to-Market Planning.
Role Description
Dropbox is hiring a Chief of Staff to support the VP of Product & Go-to-Market for Dropbox Dash, our AI-powered work assistant.
In this role, you’ll be managing alignment, momentum, and execution across a fast-moving, cross-functional organization.
This is a career-defining opportunity for a high-ownership, product-minded operator who wants a front-row seat to executive decision-making, cross-functional strategy, and business leadership at scale.
If you’ve shipped products, led GTM initiatives, and are ready to accelerate into an executive leadership path, this is your launchpad.
Why This Role
Impact: Directly shape how Dropbox Dash is built, launched, and scaled.
Visibility: Work closely with senior leadership and get exposure across the business.
Growth: Build a rare skillset at the intersection of product, GTM, and executive operations.
Trajectory: This role is a launchpad to future leadership—GM, Head of Product, or VP.
At Dropbox, we value speed, ownership, and continuous improvement. We focus on results, we play to win—and we do it together.
Responsibilities
Strategic Partner & Proxy: Act as a trusted thought partner and proxy for the VP of Product & GTM - help drive clarity, decision-making, and alignment across the org. Translate high-level strategies into clear, actionable operating plans.
Execution & Follow-Through: Identify bottlenecks, unblock teams, and prioritize high-leverage initiatives. Ensure consistent follow-through and accelerate progress toward key outcomes with a strong bias for action.
Operating Cadence Leadership: Shape and own the business rhythms that drive focus and accountability - QBRs, roadmap reviews, weekly priorities, launch planning, and leadership team meetings. Champion operational excellence across the org.
Communication & Visibility: Craft crisp, high-impact communications executive updates, internal team narratives, and strategic reporting that elevate visibility and showcase the org’s impact. Turn complexity into clarity.
Cross-Functional Alignment: Act as the connective tissue across Product, Design, Marketing, and GTM. Drive org-wide coordination and ensure the team is focused on what matters most.
Ambiguity & Problem Solving: Lead and resolve cross-functional challenges often ambiguous or unstructured with speed, sound judgment, and strategic insight.
Culture & Team Effectiveness: Support and cultivate a high-performing, low-ego team culture. Build systems for learning, recognition, and continuous improvement that reinforce execution excellence and collective success.
Requirements
6+ years of experience in product management, strategy, or business operations at a high-growth technology company
Proven product management experience with a track record of shipping products and driving cross-functional execution
Demonstrated success partnering directly with senior executives on planning, operating cadences, and strategic communication
Strong product sense and comfort navigating ambiguity and complexity
Confident decision-maker with a bias for action and a high-ownership mindset
Strong operational rigor with a hands-on, sleeves-rolled-up approach to solving problems
Excellent communicator who can distill complexity, align stakeholders, and drive clarity
Prior experience in SaaS or similarly scaled product-led environments
Preferred Qualifications
MBA or equivalent a plus
Familiarity with AI products
Experience designing or running OKR and operating cadence systems
Demonstrated experience leveraging AI tools in the flow of work
Compensation
US Zone 1
This role is not available in Zone 1 US Zone 2 $168,300—$227,700 USD US Zone 3 $149,600—$202,400 USD
The range(s) listed above is the expected annual salary/OTE (On-Target Earnings) for this role, subject to change.
Please note, OTE are for sales roles only.
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).
Dropbox takes a number of factors into account when determining individual starting pay, including job and level they are hired into, location/metropolitan area, skillset, and peer compensation. We target most new hire offers between the minimum up to the middle of the range.
Dropbox uses the zip code of an employee’s remote work location to determine which metropolitan pay range we use. Current US Zone locations are as follows:
- US Zone 1: San Francisco metro, New York City metro, or Seattle metro
- US Zone 2: Austin (TX) metro, Chicago metro, California (outside SF metro), Colorado, Connecticut (outside NYC metro), Delaware, Massachusetts, New Hampshire, New York (outside NYC metro), Oregon, Pennsylvania (outside NYC or DC metro), Washington DC metro, and West Virginia (DC metro)
- US Zone 3: All other US locations
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
401(k) plan with a generous company match and immediate vesting
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, Child and Adult Care, Day Care FSA, Fertility Benefits, Adoption and Surrogacy Support, and Lactation Support
Access to over 10,000 global co-working spaces through Gable.to , making it easy to book flexible workspaces for collaboration or individual work
Quarterly Cell phone and internet allowance
Mental health and wellness benefits
Disability and neurodivergence support benefits
Additional benefit details are available upon request.
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, enABLE, TODOS (Latinx), Pridebox (LGBTQ), Vets at Dropbox, and Women at Dropbox.
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