[Hiring] Head of AI Enablement & Transformation @Voice Systems Engineering

Role Description

We are seeking a passionate, hands-on and experienced Head of AI Enablement & Transformation to turn that commitment into everyday practice across the company. This is a builder's role rather than an advisory one. You should be comfortable prototyping and shipping generative AI agents, automations and the tooling that lets non-engineers use them safely, and equally comfortable teaching a team of roughly forty-five people, most of them non-technical, to apply these tools in their own jobs. You will own the stack, the guardrails and the numbers. You will not have a team reporting to you; the impact of this role comes from forty-five people who can do things they could not do before, working through AI champions across the business, the tools you build and the sessions you run.

Your first priority will be consolidation rather than expansion:

• Bringing the work already underway into one coherent, well-governed program.
• Deciding what to standardize on and what to retire.
• Putting the right guardrails in place before adding anything new.

If you're our new Head of AI Enablement & Transformation, you will look forward to engaging in activities such as:

• Building and shipping AI capabilities: prototypes, agents, evaluation frameworks, and the pipeline that allows a non-engineer to deploy something safely.
• Leading hands-on enablement across the company: a weekly working session you run, role-specific playbooks, office hours, and a network of AI champions in every function.
• Redesigning core workflows around what AI makes possible, in partnership with the teams that do the work.
• Owning the AI scorecard: publishing weekly results including the metrics that missed, setting targets, and being transparent when a target changes and why.
• Deciding the tooling stack: evaluating models, platforms, agent frameworks and vendors; running proofs of concept; making build-versus-buy calls; and avoiding tool sprawl.
• Building the guardrails first: a graduated autonomy model that agents earn on evidence, traceability from every output back to its prompt and approver, a permissions and data-classification model that holds, and acceptable-use policy developed with Legal, HR and IT as partners from week one.
• Managing the use-case pipeline from intake through prioritization, pilot, rollout and maintenance, and retiring at least one initiative each quarter.
• Protecting the quality of what we ship: validating outputs against sources, retesting after model and tool updates, and defining where human oversight is required.
• Looking after the team: one scorecard metric asks the team whether AI is making them more capable or just more pressured.

Qualifications

• A track record of personally building and shipping agentic AI systems, automations or LLM-powered tools that people actually use, within the last twelve months.
• At least 7 years in technology, operations, product, consulting or transformation roles, including at least 2 years of applied generative AI work.
• Fluency with the current LLM ecosystem: prompting, agents, tool use, evaluation, retrieval, workflow orchestration and the major model providers.
• Scripting or coding ability sufficient to prototype, integrate via APIs, and troubleshoot without waiting on an engineering team.
• Demonstrated success rolling out AI or automation across a non-technical workforce, with measurable gains in adoption, quality or efficiency.
• Experience establishing governance, responsible-AI or data-handling policies in a live operating environment.
• Excellent facilitation, coaching and communication skills: equally credible with engineers and with a customer care representative.
• Comfort owning a capability end to end, with direct accountability for results and without a team reporting to you.

Desired Skills

• Experience in a platform technology business, a two-sided marketplace, or an online B2C company.
• Experience consolidating scattered AI pilots or tools into one coherent, governed platform.
• Familiarity with low-code automation platforms, data pipelines, and BI tooling.
• Experience working in Holacracy or another self-management framework.

Benefits

• Unlimited vacation policy and flexible work schedule.
• Comprehensive insurance programs including medical, dental, vision, and life.
• Access to a "wellness wallet" that reimburses for gym memberships, workout equipment, mindfulness apps, healthy food boxes, ergonomic workspace tools, and more.
• Tuition reimbursement program and opportunities for continued learning.
• 401k match and access to expert financial advice.

Company Description

At VSE the well-being of our people comes first, and we have nurtured a culture that focuses on health and wellness, personal growth, and social responsibility. We celebrate diversity and are committed to creating an inclusive environment of belonging for all employees and applicants. We are an equal opportunity employer.