Head of Digital Innovation and AI Automation

Avatardesk is a privately held group of operating companies across distribution, automotive rental, towing and parking management, and field-service industries. The Head of Digital Innovation and AI Automation will establish and operate an internal AI agency, build approximately 40 production AI agents across four companies, lead architecture and delivery, redesign workflows, and ensure secure, measurable, and well-adopted AI solutions.

Responsibilities:

• Build and Run the Internal AI Agency: Create and permanently operate the agency operating model, technical standards, intake process, delivery methodology, staffing plan, vendor structure, budget, documentation standards, support coverage, and executive reporting needed to serve all four companies
• AI Agent Portfolio: Develop a prioritized portfolio of approximately 10 production agents per company. Sequence delivery according to business value, data readiness, risk, integration effort, and employee capacity rather than deploying agents solely to meet a numerical target
• Hands-On Agent Development: Design, build, test, and deploy agentic workflows using large language models, APIs, databases, retrieval systems, automation platforms, and appropriate orchestration tools. Build directly while also setting standards for other developers
• Business Process Discovery: Work inside each operation to map workflows, identify repetitive work and control gaps, define the human and agent responsibilities, and convert business requirements into reliable production solutions
• Systems Integration: Integrate agents with Odoo, TSD, TowCentric, Housecall Pro, websites, apps, email, messaging, document repositories, telephony, databases, and other approved systems while minimizing duplicate entry and fragmented data
• Agent Governance and Lifecycle Management: Establish development, testing, approval, deployment, versioning, monitoring, incident response, rollback, and retirement procedures. Maintain an inventory showing every agent's purpose, owner, permissions, dependencies, cost, and current status
• Security, Privacy, and Human Oversight: Apply least-privilege access, protect sensitive customer, employee, payment, vehicle, property, and commercial data, and require human approval for high-risk decisions or external actions. Coordinate independent security review when appropriate
• Performance and ROI: Define service levels and evaluation methods for accuracy, reliability, response time, adoption, cost, time saved, revenue contribution, error reduction, and financial return. Promptly correct, restrict, or retire agents that fail established standards
• Continuous Maintenance and Improvement: Continuously monitor and improve the agency and every deployed agent. Maintain integrations, prompts, tools, knowledge sources, models, infrastructure, permissions, evaluations, documentation, and training as business processes and technology change. Regularly retest performance, correct degradation, reduce cost and latency, add capabilities, and upgrade or replace components when justified
• Team and Vendor Leadership: Recruit or direct developers, automation specialists, data resources, and outside vendors as needed. Own technical decisions, code and documentation quality, delivery schedules, budgets, and vendor accountability
• Adoption and Change Leadership: Train employees, document new workflows, assign business owners, measure usage, and address resistance or workarounds so each deployed agent becomes part of the operating process