Director, Services

Jasper

Director of Services leading implementation, enablement, and advisory at Jasper, a marketing agents platform. Owning strategy and operations while driving AI adoption for customers.

Posted 8/1/2026full-timeRemote • California • 🇺🇸 United StatesLead💰 $184,000 - $230,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in leading multidisciplinary teams within professional services, focusing on AI adoption and customer enablement. Proven ability to define commercial models and operational frameworks that drive strategic growth and measurable outcomes.

Highest-signal resume keywords

10+ Years In Professional Services LeadershipAI FluencyCommercialization MindsetPlayer-Coach LeadershipStrong Customer-Facing Skills

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Implementation LeadershipCustomer Success ManagementCurriculum DesignResource Capacity PlanningProfessional-Services AutomationAI Concepts UnderstandingConsultative OnboardingPricing And Packaging StrategyOutcomes-Driven TrainingChange Management

Soft Skills

EmpathyInfluencing Without AuthorityCross-Functional CollaborationAdaptabilityTeam Rallying

Industry Keywords

SaaSAIEnterprise SoftwareEdTechB2B SaaSCustomer EnablementProfessional ServicesLearning MethodologyAI-Transformation ServicesConsultative Services

About the role

Key responsibilities & impact

Define and own the vision, strategy, and operating model for Jasper's Services organization across three pillars – implementation, enablement, and advisory – aligned to our shift toward a services-led motion.
Lead, coach, and develop a multidisciplinary team spanning the three pillars, operating as a hands-on player-coach rather than a purely directive manager.
Up-level implementation from task execution into consultative, outcomes-driven onboarding that compresses time-to-value for customers.
Build out enablement into productized-yet-bespoke customer training grounded in formal learning methodology – clear objectives, measurable outcomes, and structured curriculum design.
Grow the advisory practice, helping customers navigate AI adoption and maturity, and expand its scope and impact over time.
Define the commercial model for Services – assess whether offerings are fit for purpose, shape pricing and packaging, and evangelize Services internally across Sales, Customer Success, and leadership.
Partner cross-functionally and engage directly in customer-facing conversations, including pre-sales and deal moments, to inspire confidence and win customer trust.
Own the operational backbone for Services delivery – resource capacity planning and professional-services automation (time tracking across pre-sales, billable, non-billable, PTO, and internal productive time) – including a dotted-line responsibility for the infrastructure serving the Forward-Deployed Engineering (FDE) team, so Jasper can measure delivery effort and true engagement margin.

Requirements

What you’ll need

10+ years in professional services, customer success, implementation, or solutions-delivery leadership at a SaaS, AI, or enterprise software company, including experience leading managers as well as senior individual contributors.
AI fluency – a working understanding of core AI concepts (LLMs, agents, copilots, tokens, credits, context windows, RAG, and data governance) applied in the context of customer services: guiding customers through AI adoption and maturity and translating the platform into real workflow outcomes.
A commercialization mindset – a proven ability to evaluate whether service offerings are fit for purpose, define pricing and packaging, and grow Services into a strategic, revenue-relevant motion.
Player-coach leadership – you lead from the front, staying hands-on with process and customers rather than operating solely at a distance.
Strong customer-facing and cross-functional instincts – you are the person others pull into the room to inspire confidence, and you can influence Sales, Product, and Customer Success without direct authority.
Experience leading a team through a restructure or reorg, with a demonstrated ability to re-rally people around a new vision and lead with empathy.
The ability to "code-switch" fluidly across contexts in a single day – customer pitches, senior leadership conversations, and in-the-weeds teamwork.
Nice to have: a background in formal learning methodology or curriculum design (learning objectives, outcomes, structured program design), ideally applied to customer enablement.
Nice to have: experience standing up or scaling professional-services automation and resource/capacity-planning infrastructure.
Nice to have: exposure to AI-transformation services within EdTech or B2B SaaS environments.

Benefits

Comp & perks

Comprehensive Health, Dental, and Vision coverage beginning on the first day for employees and their families
401(k) program with up to 2% company matching
Equity grant participation
Flexible PTO with a FlexExperience budget ($900 annually) to help you make the most of your time away from work
FlexWellness program ($1,800 annually) to help support your personal health goals
Generous budget for home office setup
$1,500 annual learning and development stipend
16 weeks of paid parental leave