The Sales Manager will lead a team focused on driving growth through pipeline generation, upselling, and cross-selling SaaS products, implementing structured sales methodologies and coaching strategies.
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
- 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
- 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
Canada Pay Range
$307,300—$415,700 CAD
Top Skills
Gong
Outreach
Sales Navigator
Salesforce
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