Head of Technical Adoption & AI Solutions

Jobtailor; California (MO); Hybrid; USD 140,000 - 210,000; Full time

Job summary

Jobtailor is seeking a proven leader to head a team of Technical Adoption Architects, driving customer value and measurable outcomes across enterprise engagements.

You will translate strategy into executable plans, oversee SOWs, AI-enabled deployments, and contracting workflows while fostering a culture of responsible AI, scalability, and growth. This role requires strong communication, strategic thinking, and travel up to 10% to support key customers.

Qualifications

• Demonstrated experience managing or mentoring an implementation, consulting, architecture, or customer-facing technical team.
• Experience in a Professional Services delivery role, with strong results in customer satisfaction, project delivery, adoption, and risk mitigation
• 6-8 years of experience working with a SaaS, AI or technology company
• Experience with the Ironclad platform or other CLM systems strongly preferred
• Practical AI fluency and strong curiosity about emerging agent and AI capabilities
• Ability to explain AI concepts, limitations, risks, controls, and use cases clearly
• Experience diagnosing unsuccessful AI interactions or agent workflows and iterating on prompts, processes, or solution design preferred
• Strong technical solution-design judgment, including workflows, automations, integrations, platform architecture, sequencing, maintainability, and extensibility
• Ability to connect technical decisions to customer value, adoption outcomes, measurable success criteria, and long-term platform ownership
• Experience translating strategy into an executable plan and leading teams through organizational or operating-model change
• Strong communication and interpersonal skills
• Ability to establish a vision, inspire and grow a diverse team, and provide and receive feedback
• Proven ability to build scalable systems, improve operational efficiency, and adapt quickly in an evolving organization
• Comfortable working directly with enterprise customers, navigating complex stakeholder groups, and managing escalations
• Ability and willingness to travel up to 10% of the time
• Must be authorized to work lawfully in the United States
• Must be currently based within a commutable distance of the listed office(s) and willing to commute into the office two days a week

Responsibilities

• Lead, mentor, and grow a high-performing team of Technical Adoption Architects
• Set performance expectations, provide feedback, and support career development, retention, and progression
• Translate Customer Value and Professional Services strategy into an executable team plan, operating rhythm, and measurable outcomes
• Oversee packaged service offerings, custom SOW delivery, and investment projects
• Incorporate agentic and AI-enabled solutions into customer deployments
• Guide the design and building of customer contracting processes in Ironclad, including workflows, templates, integrations, automations, and AI-supported experiences
• Provide hands-on support for complex or at-risk projects, strategic customer engagements, executive workshops, and stakeholder escalations
• Advise on staffing, resource planning, forecasting, and prioritization
• Partner with Account Teams, Adoption Strategists, Enterprise Architects, Legal AI Specialists, Support, Customer Success, Product, and Engineering
• Establish feedback loops with Product and Engineering for early product feedback, testing, and readiness of new agent and AI capabilities
• Build team AI fluency around responsible AI use, controls, risks, and tradeoffs in contracting workflows
• Evolve Professional Services toward customer value, measurable outcomes, speed to value, and sustained adoption
• Build scalable processes, playbooks, tooling, and operating mechanisms
• Identify internal AI-tool opportunities for preparation, solution design, delivery efficiency, knowledge sharing, quality assurance, and team operations
• Analyze implementation data, customer feedback, and delivery insights
• Own team KPIs including customer outcomes, adoption, time to value, project health, delivery quality, utilization, revenue delivery, gross margin, and implementation CSAT
• Support annual planning, team strategy, risk management, and change-management priorities with Professional Services leadership

Skills

Leadership

Mentoring

Client Engagement

Project Delivery

AI Fluency

Communication

Strategy Translation

Tools

Ironclad

CLM Systems

AI Tools

SaaS Platforms

Job description

Jobtailor is seeking a proven leader to head a team of Technical Adoption Architects, driving customer value and measurable outcomes across enterprise engagements.

You will translate strategy into executable plans, oversee SOWs, AI-enabled deployments, and contracting workflows while fostering a culture of responsible AI, scalability, and growth. This role requires strong communication, strategic thinking, and travel up to 10% to support key customers.