Team Description

The HelloSign and DocSend teams (both brought into Dropbox by acquisition) are lines of business inside Dropbox, selling a suite of products to support document workflows, electronic signature, and electronic fax. Together, these businesses comprise a focus on document workflow and automation, with an aggressive 3-year plan to both grow the existing business and enter adjacent spaces through build, acquisition and partner motions. The team bullish on the growth opportunities, and we’re looking for the right business partner to help make sure we are on top of all our key metrics, reporting and planning.

Role Description

The head of operations will work very closely with the leadership team (LT) for both groups, along with the head of the document workflow organization and key business partners across Dropbox (both in Engineering/Product/Design and Global Commercial Operations). This individual will drive the processes and contributions needed for weekly/monthly/quarterly/annual reporting and planning across all of HelloSign and DocSend. Ideally, this person is thinking about and monitoring the key metrics day in and day out, ensuring we know how we’re performing and identifying areas for faster growth (including spend, headcount, prioritization, etc.) and/or risk mitigation.

Responsibilities

• HelloSign and DocSend OKR (Objectives and Key Results) planning/tracking/management
• Ensuring the right data, key insights and initiatives are pulled together in the right cadence for business reviews (which happen weekly, monthly and quarterly)
• Developing the content and commentary for monthly strategy reviews
• Working across data, analytics and finance teams to ensure we have fully automated dashboards for all of our key metrics
• Managing the cadence of functional reporting/updates for HelloSign and DocSend LT meetings
• Headcount planning/oversight across all functions (and coordination with leaders of those teams and recruiting as needed)
• Leading the process when there are investment opportunities/asks to submit to Dropbox leadership/finance
• Running point on annual planning

Requirements

• You have at least 10 years of relevant experience in operations, strategy and planning, at least half of in a SaaS business
• You have experience working in highly complex companies with multiple products and teams
• You are fluent in financials and key SaaS metrics, and can interpret data easily
• You have experience working with large data sets, and are able to slice, dice and present critical finds based on your analysis
• You can communicate insights and recommendations to senior stakeholders through executive-level storytelling
• You can manage multiple, complex and ambiguous projects by designing and implementing best-in-class business and operational practices
• You are a team-player first and foremost, and believe great things come from collaboration
• You’re always thinking about how you can adjust processes to make the team more effective 
• Excellent written and verbal communication skills
• BA/BS degree, MBA preferred