Director, Head of Scaled Sales
New
D
DropboxSaaS
Remote - Canada: Select locationsFull-TimeDirector
Salary not disclosed
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Job Details
- Experience
- 10+ years
- Required Skills
- Artificial IntelligenceData analytics
Requirements
- 10+ years of experience in SaaS sales, revenue strategy, growth, or go-to-market leadership, including experience in scaled, high-velocity, or hybrid PLG and sales-assisted environments.
- Proven track record designing or scaling segmentation, coverage, or targeting models that improved conversion, efficiency, or expansion outcomes.
- Experience partnering closely with analytics, data science, marketing, and sales operations teams to translate insights into GTM execution.
- Strong analytical fluency with the ability to define success metrics, inspect performance, identify root causes, and make data-driven decisions.
- Demonstrated success building new programs, motions, or teams from the ground up in ambiguous, fast-changing environments.
- Experience designing and evaluating experimentation frameworks to test GTM hypotheses and improve business performance over time.
- Strong executive communication and cross-functional influence skills, with the ability to align stakeholders around new ways of working.
Responsibilities
- Build a self-serve segmentation model that identifies the right customers for the right sales motion, maximizing cost efficiency, conversion, and speed through the funnel.
- Design and implement a highly efficient coverage model that introduces sales engagement at the optimal point in the customer journey.
- Partner closely with data science and sales analytics to develop and operationalize a data-driven targeting strategy.
- Work cross-functionally with marketing to deliver targeted campaigns to the right customers at the right time with the right message, improving take rates and product expansion.
- Define how AI should be deployed across the scaled sales motion to improve productivity and business outcomes, while making sound decisions about where human engagement adds the most value.
- Build and run a strong experimentation framework that enables rapid testing, learning, and iteration across segmentation, outreach, coverage, and conversion strategies.
- Establish clear operating rhythms, performance metrics, and diagnostic frameworks to understand business drivers and inform resourcing and investment decisions.
- Lead execution with a strong bias for action, using data to continuously improve funnel performance and scale a repeatable sales-assisted PLG motion.
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