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Salary: USD 184,000 - 230,000 / annual
Jasper is seeking a Director of Services to lead a strategic transformation of its Services organization as the company evolves from product-led to services-led motion. You will own the vision, strategy, and operating model for three service pillars—implementation, enablement, and advisory—reporting to the VP of Customer Success.
In this hands-on player-coach role, you will lead a multidisciplinary team while remaining deeply engaged in customer-facing work, strategic planning, and operational execution. Key responsibilities include: defining and executing the Services strategy aligned with Jasper's shift toward services-led growth; developing and coaching a talented team across implementation, enablement, and advisory functions; elevating implementation from task execution into consultative, outcomes-driven onboarding that accelerates time-to-value; building productized yet bespoke customer training grounded in formal learning methodology with clear objectives and measurable outcomes; scaling the advisory practice to help customers navigate AI adoption and maturity; defining the commercial model for Services offerings including pricing, packaging, and internal evangelism; partnering cross-functionally and engaging directly in customer conversations including pre-sales and deal moments; and owning the operational infrastructure for Services delivery, including resource capacity planning, professional-services automation, and time tracking across billable and non-billable work.
You bring 10+ years of professional services, customer success, implementation, or solutions-delivery leadership at SaaS, AI, or enterprise software companies, with experience managing both managers and senior individual contributors. You have working fluency in core AI concepts (LLMs, agents, copilots, tokens, context windows, RAG, data governance) and can translate platform capabilities into real workflow outcomes for customers. You possess a commercialization mindset, proven ability to evaluate service offerings for fit and purpose, and experience growing Services into a strategic, revenue-relevant motion. You lead from the front as a player-coach, staying hands-on with processes and customers. You have strong customer-facing and cross-functional instincts, can influence without direct authority, and have led teams through restructures or reorganizations with empathy and vision. You code-switch fluidly across contexts—customer pitches, leadership conversations, and detailed teamwork—often in the same day. Nice-to-have qualifications include background in formal learning methodology or curriculum design, experience scaling professional-services automation and resource-planning infrastructure, and exposure to AI-transformation services in EdTech or B2B SaaS environments.
Jasper is the marketing agents platform trusted by hundreds of enterprises worldwide, including Prudential, Cushman & Wakefield, and nearly 20% of the Fortune 500. The company was founded in 2021 and has team members across the U.S., Australia, and France. This fully remote role is open to candidates located anywhere in the continental US.
