Role Description

We’re hiring a Chief of Staff to the GM of Dash, Dropbox’s AI initiative reimagining the future of knowledge work. This is not a generalist support role. It’s a strategic, high-trust position designed to operate as an extension of the GM, shaping how Dash grows, scales, and wins.

You’ll partner closely with the GM to drive long-term clarity, resolve cross-functional ambiguity, and scale strategic decision-making across EPD (Engineering, Product, Design) and business leadership. This role is for someone who has built before—ex-founders, product leaders, and operator-strategists who understand how to scale complex orgs, shape product direction, and align enterprise momentum.

You’ll serve as the connective tissue between product, strategy, and the executive layer, helping steer Dash’s evolution, align vision with execution, and drive forward our most important bets.

Responsibilities

Strategic Partnership to GM

• Operate as a right hand to the GM—filtering enterprise noise, shaping priorities, and accelerating strategic decisions
• Drive long-range clarity and tradeoff frameworks across EPD, Sales, and GTM
• Own strategic communications and narrative development for Dash LT, CEO, Board, and S-team

Product-Centric Strategy & Portfolio Shaping

• Lead multi-year strategic planning, business modeling, and scenario design across the Dash business
• Shape investment themes and portfolio direction in close collaboration with Product and Design leaders
• Incubate and lead 0→1 initiatives, including market explorations, business model pivots, and M&A assessments

Cross-Functional Cohesion

• Align product strategy with company-wide goals, org shape, and enterprise priorities
• Orchestrate executive-level coordination across forums (e.g., roadmap checkpoints, investment reviews, Switchboard)
• Help shape and advise on senior hiring decisions and org design in alignment with strategic goals

Strategic Narrative & External Leverage

• Craft crisp, compelling narratives for strategic forums—connecting market insight, product vision, and business priorities
• Represent the GM in executive, customer, or partner engagements, driving high-context product and business discussions

Launch & Readiness Alignment

• Collaborate with GTM and sales leadership to ensure product readiness for launches or strategic pivots—without owning day-to-day GTM ops
• Connect product decisions to enterprise goals with strategic coherence and speed

Requirements

• 10–15 years of experience in product management, engineering and/or founder/operator roles
• Experience building and scaling product orgs; founder or early-stage operator backgrounds strongly preferred
• Strategic systems thinker, comfortable with financial modeling, planning, investment frameworks
• Executive communicator, able to write 1.0-level docs, craft narratives, and lead CEO/Board-level conversations
• Independent and high-leverage contributor—able to lead from ambiguity to clarity with minimal oversight
• Deep comfort working with senior leadership and operating in high-trust, high-stakes environments

Preferred Qualifications

• Familiarity with GTM, ARR modeling, or sales strategy is a plus, but not required.
• Bay Area location preferred

Compensation

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.

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.