Job Description

Chief of Staff to the GM of Dash at Dropbox

Were hiring a Chief of Staff to the GM of Dash, Dropboxs AI initiative reimagining the future of knowledge work. This is a strategic, high-trust role designed to operate as an extension of the GM, shaping how Dash grows, scales, and wins.

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

Youll serve as the connective tissue between product, strategy, and the executive layer, helping steer Dashs evolution, align vision with execution, and drive forward our most important bets.

Responsibilities

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

• 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 01 initiatives, including market explorations, business model pivots, and M&A assessments

• 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

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

• Collaborate with GTM and sales leadership to ensure product readiness for launches or strategic pivots
• Connect product decisions to enterprise goals with strategic coherence and speed

Requirements

• 1015 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 contributorable to lead from ambiguity to clarity with minimal oversight
• Deep comfort working with senior leadership and operating in high-trust, high-stakes environments
• Located in San Francisco Bay Area

Preferred Qualifications

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

Compensation

US Zone 1: $246,100$332,900 USD

US Zone 2: $221,500$299,700 USD

US Zone 3: $196,900$266,300 USD

The range above is the expected annual salary/OTE for this role, subject to change. OTE applies to sales roles only. Salary/OTE is one component of Dropboxs total rewards package, which also includes RSUs and a corporate bonus program.

Dropbox uses the zip code of an employees remote work location to determine which metropolitan pay range we use. Current US Zone locations are listed below.

• US Zone 1: San Francisco metro, New York City metro, or Seattle metro
• US Zone 2: California (outside SF metro), Colorado, Connecticut (outside NYC metro), Delaware, Illinois (Chicago metro), Indiana (Chicago metro), Maryland, Massachusetts, Michigan (Chicago metro), New Hampshire, New Jersey (outside NYC metro), New York (outside NYC metro), Oregon, Pennsylvania (D.C. metro), Pennsylvania (outside NYC or DC metro), Texas (Austin metro), Virginia (DC metro), Washington (outside Seattle metro), Washington DC metro, West Virginia (DC metro), Wisconsin (Chicago metro)
• US Zone 3: All other US locations

Dropbox is a Virtual First company and is open to hiring candidates in all authorized locations.

Benefits

• 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
• Life and disability insurance
• Travel protection: Travel medical and accident insurance
• Perks Allowance for wellness, learning, and development
• Parental benefits including parental leave, childcare support, fertility benefits, adoption and surrogacy support, lactation support
• Access to global co-working spaces
• Quarterly cell phone and internet allowance
• Mental health and wellness benefits
• Disability and neurodivergence support

Additional benefit details are available upon request.

Dropbox supports responsible use of AI for preparation, but misrepresentation of skills or experience is not permitted. See our AI philosophy.

Dropbox is an equal opportunity employer. We are a welcoming place for everyone, and we support groups such as Asians at Dropbox, BlackDropboxers, enABLE, TODOS, Pridebox, Vets at Dropbox, and Women at Dropbox.

Seniority level

• Not Applicable

Employment type

• Full-time

Job function

• Product Management
• Industries: Software Development, IT Services and IT Consulting, Technology, Information and Internet

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