AI Delivery Leader: Turning Business Challenges into ROI

twentyAI; New York (NY); On-site; USD 170,000 - 230,000; Full time

Job summary

twentyAI is seeking a Director of AI Delivery in New York to lead a focused portfolio of AI and automation initiatives, translating business challenges into practical, measurable solutions. This business-facing role bridges operations and technology, defining requirements and driving AI projects from discovery to adoption.

You will help the company take on AI by advising, managing vendors, and enabling strategies that deliver real business value, with a hands-on delivery emphasis rather than a

Qualifications

• 10+ years in solutions consulting, business analysis, technology delivery or business transformation.
• Translating business requirements into technical solutions.
• Strong project and program management skills.
• Practical knowledge of generative AI and emerging technologies, including AI agents, RAG and intelligent document processing.
• Experience delivering training or enabling non-technical users.
• Strong stakeholder management and communication skills.
• Experience with ERP platforms and complex systems integrations.

Responsibilities

• Work with business teams to identify operational challenges and opportunities for AI and automation.
• Lead discovery workshops, process mapping and requirements gathering.
• Translate business needs into clear technical specifications for internal teams and external partners.
• Manage project roadmaps, timelines, budgets, risks and delivery.
• Evaluate AI solutions, vendors and implementation partners.
• Deliver generative AI training and support business adoption.
• Track ROI, measure outcomes and ensure solutions deliver lasting business value.
• Partner with IT, data, security and compliance teams to ensure responsible AI implementation.

Skills

Stakeholder management

Project management

Business analysis

Generative AI

Vendor management

Communication

Tools

ERP systems

Job description

twentyAI is seeking a Director of AI Delivery in New York to lead a focused portfolio of AI and automation initiatives, translating business challenges into practical, measurable solutions. This business-facing role bridges operations and technology, defining requirements and driving AI projects from discovery to adoption.

You will help the company take on AI by advising, managing vendors, and enabling strategies that deliver real business value, with a hands-on delivery emphasis rather than a