Vice President, Revenue Operations

Posted Yesterday
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Hiring Remotely in Canada
Remote
Expert/Leader
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working.
The Role
Leads Dropbox’s global Revenue and Marketing Operations strategy across SMB, Mid-Market, and Enterprise segments. Owns revenue planning, forecasting, segmentation, territories, quotas, incentives, GTM systems, analytics, productivity, and operating cadence. Partners with executive leadership across Sales, Marketing, Finance, Product, Customer Success, and Support to drive scalable growth, AI adoption, systems transformation, and revenue predictability. Builds and develops a high-performing global Revenue Operations organization.
Summary Generated by Built In
Role Description
Dropbox is seeking a Vice President of Revenue Operations to define and lead the operating strategy for the company’s global B2B go-to-market organization. This executive will be responsible for building a high-performing, scalable revenue engine that enables predictable and efficient growth across SMB, Mid-Market, and Enterprise segments while supporting Dropbox’s evolution across product-led, sales-assisted, and enterprise motions.
 
This leader will serve as a key strategic partner to the Chief Business Officer and broader executive leadership team, translating company strategy into the operating model, planning frameworks, systems, insights, and execution mechanisms required to deliver durable growth. The role will own Revenue Operations and Marketing Operations across the customer lifecycle, ensuring tight alignment between demand generation, pipeline creation, sales execution, retention, expansion, and overall revenue performance.
 
The VP of Revenue Operations will have enterprise-wide accountability for revenue planning, forecasting, segmentation, capacity and coverage strategy, incentives, GTM systems, analytics, operating cadence, and revenue productivity. This leader will play a central role in shaping how Dropbox allocates resources, evaluates performance, scales new products and motions, and modernizes its GTM organization through data, automation, and AI.
Responsibilities
  • Define and lead Dropbox’s global revenue operating strategy, ensuring the company’s GTM model is designed to support long-term growth, efficiency, and increasing enterprise complexity
  • Serve as a strategic advisor to the Chief Business Officer and executive leadership team, bringing data-driven insights and recommendations to critical decisions around growth, investment, resource allocation, organizational design, and GTM strategy
  • Own the end-to-end revenue operating model across Sales, Marketing, Customer Success, and Support, including segmentation, coverage models, territory architecture, role design, operating rhythms, and cross-functional accountability
  • Lead company-wide annual and long-range revenue planning, including bookings targets, quota strategy, capacity and workforce planning, territory design, productivity assumptions, investment scenarios, and resource allocation
  • Establish a best-in-class forecasting and pipeline management framework that increases predictability, strengthens executive visibility, and enables earlier intervention against business performance risks
  • Define and evolve the company’s revenue performance architecture, including the KPIs, operating cadences, inspection mechanisms, and executive business reviews used to assess growth, productivity, efficiency, retention, and expansion
  • Lead Revenue Operations across the full customer lifecycle, creating scalable and integrated processes from demand generation and lead management through opportunity conversion, renewal, expansion, and customer growth
  • Partner with Marketing leadership to oversee Marketing Operations and ensure strong alignment between demand generation investments, pipeline creation, segmentation, campaign performance, and downstream revenue outcomes
  • Partner closely with Finance on revenue strategy and planning, pricing and packaging operations, investment allocation, deal governance, incentive compensation, and performance management
  • Partner with Product and GTM leadership to define the operating strategy for new products, new customer segments, pricing changes, packaging evolution, and emerging sales motions
  • Own the strategy and evolution of Dropbox’s GTM technology ecosystem, ensuring systems, data architecture, automation, and workflows scale effectively with the business
  • Lead the adoption of AI across Revenue Operations and the broader GTM organization, identifying opportunities to fundamentally improve seller productivity, forecasting, customer targeting, planning, decision-making, and operational efficiency
  • Simplify legacy processes, systems, and organizational structures where needed, driving enterprise-wide transformation and change management across a complex stakeholder environment
  • Build, lead, and develop a world-class Revenue Operations organization, including strong leadership succession, organizational design, talent development, and clear accountability across teams
  • Represent Revenue Operations in executive-level and company-wide planning forums, serving as a trusted voice on GTM performance, risks, opportunities, and operating priorities
Requirements
  • 15+ years of experience in Revenue Operations, Sales Operations, GTM Operations, Finance, or related functions within a scaled SaaS or product-led growth company
  • Proven experience leading revenue operations for multi-segment B2B organizations across SMB, Mid-Market, and Enterprise customer segments
  • Deep expertise in forecasting, revenue planning, territory design, quota management, sales productivity, incentive compensation, and pipeline management
  • Strong understanding of SaaS business models, revenue motions, and key operational drivers across acquisition, expansion, and retention
  • Demonstrated ability to identify operational challenges and implement scalable, data-driven solutions that improve business performance
  • Strong cross-functional leadership skills with the ability to influence senior stakeholders across Sales, Finance, Product, Marketing, and Customer organizations
  • Experience supporting organizations through significant growth and GTM evolution, including PLG, sales-assisted, and enterprise motions
  • Strong analytical and problem-solving capabilities, with extensive experience leveraging data to drive operational and business decisions
  • Track record of building, developing, and leading high-performing revenue operations teams in a fast-paced, evolving environment
Preferred Qualifications
  • Proven track record implementing AI-enabled revenue solutions that deliver measurable improvements in efficiency, productivity, and business outcomes
  • Demonstrated experience owning and scaling GTM technology ecosystems, with deep expertise in Salesforce and related revenue platforms
Durable Skills

AI fluency means using these tools to amplify human judgment, not replace it. We believe people with these skills will thrive as work and technology continue to evolve:

  • Awareness: Understand yourself and others.
  • Judgment: Evaluate information and make decisions in complex situations.
  • Adaptability: Learn, adjust, and stay effective through change.
  • Connection: Communicate, collaborate, and build trust.

To learn more about why these skills matter and what the data shows about thriving through change, read this blog post from our Chief People Officer, Melanie Rosenwasser.

Compensation

Skills Required

  • 15+ years of experience in Revenue Operations, Sales Operations, GTM Operations, Finance, or related functions within a scaled SaaS or product-led growth company
  • Experience leading revenue operations for multi-segment B2B organizations across SMB, Mid-Market, and Enterprise customer segments
  • Expertise in forecasting, revenue planning, territory design, quota management, sales productivity, incentive compensation, and pipeline management
  • Strong understanding of SaaS business models, revenue motions, and operational drivers across acquisition, expansion, and retention
  • Experience implementing scalable, data-driven solutions that improve business performance
  • Strong cross-functional leadership skills and ability to influence senior stakeholders across Sales, Finance, Product, Marketing, and Customer organizations
  • Experience supporting significant growth and GTM evolution, including product-led growth, sales-assisted, and enterprise motions
  • Strong analytical and problem-solving capabilities using data for operational and business decisions
  • Track record of building, developing, and leading high-performing Revenue Operations teams
  • Experience implementing AI-enabled revenue solutions with measurable improvements in efficiency, productivity, and business outcomes
  • Experience owning and scaling GTM technology ecosystems, with deep expertise in Salesforce and related revenue platforms

What the Team is Saying

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Dropbox Compensation & Benefits Highlights

How does Dropbox ensure its pay and bonus plans are competitive?

Dropbox ensures base pay and bonuses are competitive by benchmarking pay using formal compensation surveys to create salary ranges and bonus targets, and conducting twice-yearly reviews aligned with performance.

Employees describe pay and bonuses as competitive and performance-driven.

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The Company
HQ: San Francisco, CA
2,500 Employees
Year Founded: 2007

What We Do

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 flexibility 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.

Why Work With Us

We believe people do their best work when empowered with autonomy and harmony, and we understand there’s no substitute for human connection. Our Virtual First model combines the flexibility of remote work with the power of in-person collaboration to create the best of both worlds: a distributed workplace, anchored in community.

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Employees work remotely.

While remote work is the primary experience for our employees, we also prioritize opportunities for quarterly in-person collaboration knowing that connection is vital to a thriving workforce. We focus on how we work, not where we work.

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