Life in Pittsburgh
On-siteFull-Time

Head of AI

Vaco by Highspring

Pittsburgh, PA, USA$500k/yrPosted May 7, 2026via Dice

AI Transformation Lead

We are hiring a senior AI leader to drive AI initiatives, automation, and operational improvements across a growing business environment. This role will work closely with executive leadership to identify high-impact opportunities and implement practical AI solutions that improve efficiency and business performance.

Responsibilities

  • Lead AI transformation and automation initiatives across multiple business units.
  • Design and implement AI-powered tools, copilots, and workflow solutions.
  • Partner with leadership, operations, and data teams to align AI strategy with business goals.
  • Evaluate AI platforms, vendors, and emerging technologies.
  • Build scalable AI processes, standards, and best practices.
  • Help develop and grow the internal AI function over time.

Qualifications

  • 10+ years of experience in technology, AI/ML, digital transformation, or enterprise systems.
  • Strong knowledge of generative AI, LLMs, automation, APIs, and AI workflows.
  • Ability to connect business problems with scalable technical solutions.
  • Hands-on mindset with strong communication and leadership skills.
  • Experience working in fast-paced or transformation-focused environments preferred.

Additional Info

  • Full-time onsite role.
  • Moderate travel required.
  • Opportunity to build and lead a growing AI function.
Determining compensation for this role (and others) at Vaco/Highspring depends upon a wide array of factors including but not limited to the individual’s skill sets, experience and training, licensure and certifications, office location and other geographic considerations, as well as other business and organizational needs. With that said, as required by local law in geographies that require salary range disclosure, Vaco/Highspring notes the salary range for the role is noted in this job posting. The individual may also be eligible for discretionary bonuses, and can participate in medical, dental, and vision benefits as well as the company’s 401(k) retirement plan. Additional disclaimer: Unless otherwise noted in the job description, the position Vaco/Highspring is filing for is occupied. Please note, however, that Vaco/Highspring is regularly asked to provide talent to other organizations. By submitting to this position, you are agreeing to be included in our talent pool for future hiring for similarly qualified positions. Submissions to this position are subject to the use of AI to perform preliminary candidate screenings, focused on ensuring minimum job requirements noted in the position are satisfied. Further assessment of candidates beyond this initial phase within Vaco/Highspring will be otherwise assessed by recruiters and hiring managers. Vaco/Highspring does not have knowledge of the tools used by its clients in making final hiring decisions and cannot opine on their use of AI products.