Director, AI & Automation

ClassWallet

1d

About The Position

The Director, AI & Automation is a strategic and hands-on leadership role responsible for driving the adoption and integration of artificial intelligence and automation technologies across the organization. Reporting directly to the VP, Product & Engineering, this individual will lead the company's AI transformation agenda — working side-by-side with teams and individuals to get them moving quickly, accelerating how work gets done, increasing the volume and quality of output, and significantly reducing operational costs.
This is not a purely strategic role. The right candidate rolls up their sleeves, embeds with teams, and acts as a personal AI coach, accelerator, and implementation partner across the business.

Requirements

• 8+ years of experience in technology, operations, or digital transformation roles
• 3+ years leading AI, automation, or data-driven initiatives at scale
• Deep knowledge of AI/ML tools, LLMs, RPA, and automation platforms (e.g., UiPath, Zapier, Microsoft Copilot, OpenAI, Claude, etc.)
• Proven track record of getting teams and individuals to rapidly adopt new technology
• A natural coach and communicator — equally comfortable with executives and frontline employees
• Proven track record of delivering measurable cost savings and efficiency gains
• Project management skills
• Strong executive communication and stakeholder management skills

Nice To Haves

• Experience as an embedded AI champion or transformation lead within a technology company
• Background in product, engineering, data science, or operations
• Familiarity with change management and adult learning methodologies
• Advanced degree in a relevant field such as engineering or computer science

Responsibilities

• Actively embed with departments, teams, and individuals to help them adopt AI tools in their day-to-day work
• Run working sessions, workshops, and 1:1 coaching to rapidly upskill employees at all levels
• Identify quick wins within each group and help implement them fast — building momentum and confidence
• Build AI tools and agents as needed to help accelerate organizational adoption and use
• Act as a go-to resource for anyone in the company looking to leverage AI in a new way
• Create a "first mover" culture by celebrating early adopters and sharing wins company-wide
• Develop and execute a company-wide AI and automation strategy aligned with business objectives
• Identify high-impact opportunities to embed AI across all departments and functions
• Build and maintain a prioritized roadmap of AI initiatives with measurable ROI
• Lead cross-functional teams to implement AI tools, workflows, and platforms
• Partner with department heads to redesign processes using AI and automation
• Oversee vendor selection, procurement, and management of AI technologies
• Establish KPIs to measure the impact of AI adoption on productivity, output volume, and cost reduction
• Report progress and outcomes directly to the CEO and executive leadership team
• Drive continuous improvement cycles based on data and performance feedback
• Champion an AI-first mindset across the organization — starting with people, not technology
• Make AI approachable and practical for non-technical employees
• Remove barriers to adoption by simplifying tools, creating guides, and offering ongoing support
• Develop scalable training programs that get people productive with AI quickly
• Work with Legal/Compliance to establish AI governance policies, ethical guidelines, and data privacy standards that are in compliance with relevant regulations and responsible AI practices
• Ensure compliance with relevant regulations and responsible AI practices responsible deployment of automated systems in alignment with the above

Benefits

• We offer an excellent salary and benefits commensurate with experience.
• ClassWallet is a positive, family-oriented team environment. Our focus is on encouragement, positive reinforcement, and gratitude. We work hard and are highly motivated to win but with a healthy perspective on life.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed