VP AI Strategy & Enablement
Highmark Health · Frankfort, KY
$209,000–$372,000from the description
Jul 2, 2026
Frankfort, KY
Jul 21, 2026
What this job asks for AI summary
A senior executive role focused on setting and executing an AI strategy across a large healthcare enterprise, including building an AI roadmap, driving adoption of cloud and AI technologies, and converting those capabilities into commercial revenue opportunities. The position involves managing a team, influencing stakeholders at all levels, and ensuring AI solutions meet healthcare regulatory and compliance requirements. It suits an experienced leader with a background in large-scale AI programs and healthcare data.
Principal level · 7+ years · Remote · Bachelor's required · Full-time
Posted 10 times — it's one opening, so apply once.
We read this from the posting text with AI. Skim the description below before ruling yourself out.
How this req sits in the market our data
Roughly 130 people in the Pittsburgh, PA area plausibly meet what this posting asks for (computer and information systems managers). range 55–200
Applicant volume Moderate — A normal amount of company. The rare requirements below are what will separate a shortlisted application from the rest.
Most people in this occupation already list these. Still required — just not what gets you shortlisted.
What the occupation pays Median $162,588 (middle half $127,555–$199,728). This posting is about at that midpoint.
Estimated from BLS employment for this occupation and area, per-skill prevalence across our listing corpus, and published wage benchmarks — as of Jul 28, 2026. It is a model, not a headcount.
Why we read it this way (7)
This is a VP-level people-management role with direct reports, hiring/termination authority, and budgetary responsibility — mapped to 11-3021 (Computer and Information Systems Managers). The alt code 15-1299 reflects the heavy AI strategy and technical leadership dimension.
The title carries no explicit seniority level word, so the title states no level. However, the actual scope — org-wide AI roadmap ownership, enterprise-level stakeholder influence, P&L responsibility, and VP-level authority — supports a Principal-band classification.
The 7-year minimums apply to management/leadership experience and to leading data engagements; these are role-level gates, not technology-specific years.
A Bachelor's in a STEM field is the hard-required degree. A Master's (MBA or MIS) is explicitly preferred, with a substitution clause (13+ years experience) — so the Master's is not a hard gate.
Agile is listed under the Preferred/Experience section and framed as 'understanding of,' so it is marked preferred.
Healthcare/insurance industry experience and P&L management are listed as preferred, not required; they are soft skills/domain knowledge rather than named technologies and are therefore not emitted as skills.
The posting is associated with enGen/Highmark Health, headquartered in Pittsburgh, PA; no specific city is stated in the posting itself, but Pittsburgh is the known corporate location.
Read the full posting
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