VP, AI-First Software Engineering Transformation

Harris Computer; Town of Vermont (WI); On-site; USD 175,000 - 250,000; Full time

Benefits offered by this job

Comprehensive medical, dental, vision

3 weeks vacation + 5 personal days

Employee stock ownership

401K and life insurance

Flexible work arrangements

Community involvement

Job summary

MEDHOST, a Harris division, seeks a technology executive to lead software engineering and accelerate AI strategy across the product and platform portfolio. You will build and mentor high-performing teams, drive modernization, and align technology initiatives with business goals in healthcare IT.

You will guide AI-first innovation across AI-DLC and enterprise products, collaborating with executives to manage risk, governance, and investment decisions while delivering measurable outcomes.

Qualifications

• Bachelor’s degree in CS, software engineering, IT, or related field.
• 15+ years of technology experience with 8+ years of software engineering leadership and 5+ years in senior leadership roles leading large software engineering organizations.
• 3-5+ years’ experience with EHR and healthcare software environments.
• Demonstrated modernization and software platform transformation leadership.
• Deep expertise in modern software engineering practices, distributed systems, APIs, microservices, cloud platforms, and enterprise architecture.
• Proven experience implementing AI and machine learning capabilities within enterprise products and AI-DLC workflows.
• Strong understanding of Generative AI, Large Language Models (LLMs), Agentic AI frameworks, Retrieval Augmented Generation (RAG), AI orchestration, and AI governance.
• Experience in regulated industries with security, privacy, and compliance requirements.
• Experience with Claude, OpenAI technologies, Microsoft Co-Pilot and AWS Bedrock a plus.
• Strong financial acumen with experience managing technology investment portfolios and business cases.
• Demonstrated ability to build and scale high-performance engineering organizations.

Responsibilities

• Lead, develop, and scale a high-performing software engineering organization for product delivery, technology evolution, security, reliability, and operational outcomes.
• Improve delivery predictability, developer productivity, software quality, resiliency, scalability, and cost effectiveness while balancing innovation, modernization, and commitments.
• Partner with executive leadership, product management, operations, and security to translate business strategy into executable technology priorities and investment decisions.
• Establish metrics and KPIs to measure strategic progress, software engineering effectiveness, AI adoption, and business impact.
• Evaluate emerging technologies and identify opportunities to create competitive advantage through innovation.
• Serve as a trusted advisor to executive leadership on technology and AI-related opportunities, risks, and industry trends.

Skills

Leadership

AI strategy

Generative AI

LLMs

AI governance

Agentic AI

RAG

Cloud platforms

APIs

Enterprise architecture

Security/compliance

Financial acumen

High-performance teams

Education

Bachelor's degree in Computer Science, Software Engineering, Information Technology, or related discipline

Tools

Claude

OpenAI technologies

Microsoft Copilot

AWS Bedrock

Job description

MEDHOST, a Harris division, seeks a technology executive to lead software engineering and accelerate AI strategy across the product and platform portfolio. You will build and mentor high-performing teams, drive modernization, and align technology initiatives with business goals in healthcare IT.

You will guide AI-first innovation across AI-DLC and enterprise products, collaborating with executives to manage risk, governance, and investment decisions while delivering measurable outcomes.