Chief of Staff to the GM of Dash
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
US Zone 1
$246,100—$332,900 USD
US Zone 2
$221,500—$299,700 USD
US Zone 3
$196,900—$266,300 USD
About the job
Apply for this position
Chief of Staff to the GM of Dash
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
US Zone 1
$246,100—$332,900 USD
US Zone 2
$221,500—$299,700 USD
US Zone 3
$196,900—$266,300 USD