AI Transformation Lead

Job Summary:

As the AI Transformation Lead, you are responsible for orchestrating and translating AI investments into positive EBITDA impact across the Twin Valley Family of Companies. This role will help move the company from experimentation and reliance on outside consultants, to a company that has proven internal expertise to use AI as a differentiator for the clients we serve. This role will proactively identify, prioritize, and drive AI-enabled opportunities aligned with the business strategy and vision. It supports the business by translating rapidly evolving AI capabilities into practical, business-relevant initiatives that improve processes, decision-making, efficiency, automation, clear outcomes for customers, and customer credibility, while ensuring efforts are tightly coupled with data quality, reporting mechanisms, and clear guardrails for acceptable use, security, access controls, and data freshness. The role has enterprise-wide impact, developing an actionable roadmap, guiding prioritization, informing build-vs-buy and vendor evaluations, and enabling demonstrable progress within defined time horizons. You will create and direct a small ecosystem of resources rather than personally executing every technical task, but you are technical enough to prototype yourself where speed demands it. While this role is not the architect of our long-term AI platform, the early pilots and architectural patterns established under this leader will form the foundation for a future platform we intend to productize. Decisions made now about agent design, data access patterns, tooling selection, and software-enforced guardrails should be made with that long-term strategy in mind. This role will possess the ability to communicate and work with all areas of the business, while partnering internal teams for requirements, leadership, the internal IT team, and external partners to coordinate resources and execute prioritized initiatives.

Key Accountabilities:

1. Develop and maintain AI use cases and deployment roadmap
2. Support the security team in setting organizational security guardrails and governance policies in support of AI strategy and ensure compliance
3. Develop and maintain data strategy in support of AI opportunities
4. Prioritize, project manage, and deliver AI supported outcomes from ideation through practical use
5. Source, develop and lead resources needed to deliver on AI deployments (internal and external partners)
6. Provide structured monthly, quarterly, and annual executive and Board level reporting on AI initiatives and roadmap

Key Measurables:

1. Clearly defined and actionable AI use cases and deployment roadmap documented and approved within 3 months
2. Develop and launch methodology for how we will measure success, failure, and when to pivot for prioritized AI pilots/initiatives within 3 months
3. Support the security team in implementing data protection and acceptable use guardrails for AI within 3 months
4. At least one AI pilot deployed in production with measurable results within 6 months
5. Demonstrated positive impact on EBITDA from deployment of AI initiatives within first 12 months
6. Measurable increase in organizational capability and confidence in using AI tools through structured enablement/training within 12 months

What you bring to the position:

• You are a team first leader who leads by example and knows how to have fun in a professional environment. You embrace change and have the resiliency required to continually improve yourself and the team around you. As part of a values-led organization, not only do you embody and align with our core values, you develop and build teams that do the same, ensuring we have the right people to fuel our growth.
• You embody and align with our core values and appreciate the strength and stability that comes from working with a values-based company. You appreciate the power and efficiency of consistency in the “ways” we operate.
• You embrace change and have the resilience required to continually improve yourself. You can think creatively and can adapt to evolving situations.
• You understand the need to collaborate with your team members and other departments and that synergy comes from everyone rowing in the same direction.
• You have a strong desire to provide customers with optimal technology solutions and exemplary customer service.
• You are a self-starter who is prepared to develop and execute your plan and deliver on quarterly goals on a consistent basis.
• You take what you do seriously, but you do not take yourself seriously and you know how to have fun in a professional environment. You are humbly confident and use your knowledge to build confidence without being arrogant.

You will meet the following educational, licensing, certification and work experience requirements:

• Practical experience applying AI and data strategies in real business environments, with the ability to show what was done, how it was done, and what results were achieved. Strong preference for demonstrated results in both internal use settings and external/client outcomes.
• 3-5 years experience in a solutions architect or product management roles preferred.
• Experience leading and implementing AI transformation initiatives. Has personally led the deployment of at least one AI/ML system into production at a company that uses it daily.
• Bachelor’s degree in artificial intelligence / machine learning, computer science, data science, software engineering, or related technology field required.
• Master’s degree preferred.
• Strong understanding of how data quality, structure, governance, and reporting mechanisms impact AI outcomes; ability to help define what “good data” looks like and how it is maintained over time.
• Technical fluency to read architecture diagrams, evaluate model and tooling choices, and prototype in code when needed.
• Track record of orchestrating external partners and vendors, negotiating scope, holding them accountable to outcomes and transferring knowledge in-house.
• Strategic mindset with the ability to connect AI initiatives to business strategy, long-term competitiveness, and measurable business impact.
• Demonstrated experience in product management, with a track record of translating customer needs and market insights into scalable, technology-enabled solutions that drive business outcomes.
• Security focused individual with experience developing and implementing AI governance policies, processes, and systems.
• Ability to simplify complex AI concepts for non-experts and communicate effectively with executives, Boards, managers, and frontline teams.
• Strong question-asking, listening, and facilitation skills; collaborative approach and ability to influence without direct authority.
• Experience engaging with industry forums, conferences, or executive-level discussions as a presenter or thought leader.
• Experience developing and presenting business cases.
• Experience in office productivity software (email, calendar, word processing, spreadsheets, presentation software, etc.).
• Knowledge of Exponential Organizations concepts preferred.
• Hold and maintain a valid driver’s license; driving record must meet the criteria of the company’s insurance carrier for acceptance of coverage.

You will follow Twin Valley’s Core Values:

1. Humor & Fun - We enjoy spending time with each other, collaborating and sharing what makes us unique.
2. Lead by Example - Always taking initiative, acting responsibly and demanding excellence from ourselves.
3. Resilience - Change is inevitable. We embrace it. And we use it to drive creativity and innovation.
4. “Team First” Initiative - Proactively helping one another, taking individual accountability for the success of the whole team.
5. Continuous Improvement – Daily improvement matters. Bold ideas move us forward.