Job Description
Role Description
As a Sales Manager on the Growth team, you will play a critical role in leading Dropbox’s shift from a PLG-led motion to a hybrid PLG → SLG model. You will lead a team responsible for driving expansion across our install base, while also helping define how we sell newer products like Dash. This role requires a balance of leadership, execution, and problem-solving. You will be expected to drive results today while building the operating rigor and sales motion needed for tomorrow. This is not a “run the playbook” role. You will help install the standards, coaching, and discipline required to evolve how the team sells, engages customers, and closes complex, multi-product deals.
Responsibilities
Lead a team responsible for expansion, upsell and cross-sell revenue across both transactional and enterprise motions
Drive pipeline generation through outbound activity, account expansion, and partner engagement
Ensure the team is not reliant on renewals by building a strong culture of proactive pipeline creation
Maintain high standards for pipeline quality, deal progression, and execution
Enforce rigorous qualification and deal inspection frameworks (e.g., MEDDPICC, SPICED)
Lead accurate, accountable forecasting and uphold a high bar for deal validity
Coach reps on value-based selling, focusing on customer problems, impact, and differentiation (experience with Command of the Message or other frameworks preferred)
Drive transformation by refining ICP, messaging, and GTM for evolving products (e.g., Dash)
Enable multi-product, platform-oriented selling across complex enterprise deals
Collaborate cross-functionally with Product, Marketing, Customer Success, Solutions teams and leverage partners to accelerate pipeline and influence GTM strategy
Requirements
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
Preferred Qualifications
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
Compensation
Canada Pay Range
$307,300—$415,700 CAD