Senior Sales Manager, Growth

Dropbox Dropbox · Enterprise · Canada +1 · Direct Sales - AMER (Sub Team)

Senior Sales Manager for Dropbox's Growth team, focusing on transitioning from a PLG-led to a hybrid PLG-SLG model. This role involves leading a team to drive expansion, upsell, and cross-sell revenue, defining sales motions for new products, and building operating rigor for complex, multi-product enterprise deals. Experience selling AI or productivity tools is preferred.

What you'd actually do

  1. Lead a team responsible for expansion, upsell and cross-sell revenue across both transactional and enterprise motions
  2. Drive pipeline generation through outbound activity, account expansion, and partner engagement
  3. Ensure the team is not reliant on renewals by building a strong culture of proactive pipeline creation
  4. Maintain high standards for pipeline quality, deal progression, and execution
  5. Enforce rigorous qualification and deal inspection frameworks (e.g., MEDDPICC, SPICED)

Skills

Required

  • 3–5+ years of sales leadership experience with an additional 6+ years of quota-carrying sales experience
  • Proven track record of driving pipeline generation and closing complex, enterprise SaaS deals
  • Deep experience with structured sales methodologies such as MEDDPICC, SPICED, or similar
  • Strong background in value selling frameworks such as Command of the Message or equivalent
  • Experience selling multi-product or platform-based enterprise solutions
  • Demonstrated success in outbound-driven environments and building pipeline from scratch
  • Hands-on leader who actively engages in deals, coaching, and execution
  • Strong deal inspector—able to quickly assess deal quality and coach reps to improve
  • High accountability leader who sets and enforces clear standards
  • Comfortable leading through ambiguity and driving change
  • Strong executive presence with the ability to engage senior stakeholders internally and externally
  • Strong command of Salesforce and modern sales tools (Gong, Outreach, Sales Navigator, etc.)
  • Data-driven approach to forecasting, pipeline management, and performance tracking

Nice to have

  • Experience in a transformation environment (PLG → SLG or similar)
  • Background in startup or high-growth companies
  • Experience selling or leading teams selling AI or productivity tools
  • Track record of developing top-performing sales talent

What the JD emphasized

  • leading expansion across our install base
  • define how we sell newer products like Dash
  • building the operating rigor and sales motion needed for tomorrow
  • help install the standards, coaching, and discipline required to evolve how the team sells, engages customers, and closes complex, multi-product deals
  • selling multi-product or platform-based enterprise solutions
  • building pipeline from scratch
  • leading through ambiguity and driving change
  • selling AI or productivity tools