Director, Services
Leads Jasper’s Services organization across implementation, enablement, and advisory while building its strategy, operating model, commercial model, and delivery infrastructure. The role requires 10+ years of services or customer-success leadership, AI fluency, commercialization expertise, and hands-on team leadership.
About the job
Responsibilities
- Define and own the vision, strategy, and operating model for Services across implementation, enablement, and advisory.
- Lead, coach, and develop a multidisciplinary team, including managers and senior individual contributors.
- Build consultative, outcomes-driven implementation and onboarding processes.
- Develop productized yet bespoke customer training using formal learning methodology, measurable outcomes, and structured curricula.
- Grow the advisory practice for AI adoption and maturity.
- Define Services pricing, packaging, and commercial models.
- Partner with Sales, Product, Customer Success, and leadership; participate in customer-facing pre-sales and deal conversations.
- Own resource capacity planning and professional-services automation, including time tracking and engagement-margin measurement.
- Provide dotted-line oversight of infrastructure supporting the Forward-Deployed Engineering team.
- Lead organizational change, including restructures or reorganizations, with empathy.
Requirements
- 10+ years of experience in professional services, customer success, implementation, or solutions-delivery leadership at a SaaS, AI, or enterprise software company.
- Experience leading both managers and senior individual contributors.
- Working knowledge of LLMs, agents, copilots, tokens, credits, context windows, RAG, and data governance.
- Experience guiding customers through AI adoption and translating platforms into workflow outcomes.
- Proven ability to evaluate service offerings, define pricing and packaging, and grow Services into a revenue-relevant function.
- Hands-on, player-coach leadership style.
- Strong customer-facing and cross-functional influence skills.
- Ability to communicate effectively across customer, executive, and team contexts.
Nice to Haves
- Formal learning methodology or curriculum-design experience.
- Experience implementing professional-services automation and resource or capacity-planning infrastructure.
- Exposure to AI-transformation services in EdTech or B2B SaaS.
Compensation & Benefits
- Base salary: $184,000–$230,000 USD.
- Comprehensive health, dental, and vision coverage from the first day for employees and families.
- 401(k) with up to 2% company matching.
- Equity grant participation.
- Flexible PTO and a $900 annual FlexExperience budget.
- $1,800 annual FlexWellness budget.
- Home-office setup budget.
- $1,500 annual learning and development stipend.
- 16 weeks of paid parental leave.
Skills
Professional Services, Customer Success, Implementation, Solutions Delivery, Artificial Intelligence, LLMs, AI Agents, RAG, Data Governance, Pricing And Packaging, Capacity Planning, Professional Services Automation, Curriculum Design, Time Tracking
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