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Head of Sales at Ditto. Location Information: USA. About the Role:. Ditto is seeking a Head of Sales to join our rapidly scaling Go-To-Market team. In this role, you'll lead a growing team of Account Executives across the US and Canada, focusing on coaching, enablement, and strategic deal execution, not carrying a bag yourself. Reporting to the VP of Sales, you'll play a critical role in shaping our sales process, supporting our team’s performance, and laying the foundation for scalable revenue growth. We’ve recently hit product-market fit, signed household-name enterprise customers like Delta and Chick-fil-A, and are doubling revenue and headcount over the next 12 months. If you're energized by helping teams sell better, faster, and more confidently in a technical environment, this is your chance to make a big impact.. What You'll Do... . Lead a team of Account Executives (early career to senior) on strategic account planning, discovery, and deal execution. Jump into deals when needed to support coaching, strategy, or executive alignment. Partner with the VP of Sales to improve forecasting, qualification frameworks, and quarterly planning. Drive rigor and consistency in the sales cycle - from outbound to close - by refining how we qualify, position, and forecast.. Build out onboarding, playbooks, and training rituals to help us scale a high-performing AE team quickly and consistently. Collaborate with Marketing, Product, and Solutions Engineering on messaging, content, and feedback loops. Develop and maintain clean sales performance reporting to spot trends, diagnose issues, and track improvement. Partner with sales enablement, marketing, and product to improve messaging, surface new insights, and unlock new channels or segments.. What You’ll Need.... Experience leading high-performing sales teams selling complex technical solutions. High tolerance for ambiguity and evolving processes. Strong internal stakeholder collaboration strategies . Nice to Have.... Experience scaling a sales team in an early stage startup. Familiarity with developer tooling, infrastructure, or edge computing platforms. Exposure to distributed systems, mobile SDKs, or real-time data platforms