Director of AI

Piper Companies is looking for a Director of AI to join a thriving insurance company. This is a hybrid position and requires the candidate to be onsite 3 days a week.

 Essential Duties of the Director of AI:

• Define and execute the enterprise AI strategy aligned to business objectives and digital transformation priorities
• Evaluate and integrate leading AI capabilities from Microsoft, OpenAI, Anthropic, and Google to ensure the organization leverages best-in-class innovation
• Lead evaluation and decision-making for build vs. buy AI solutions, balancing speed-to-market, total cost of ownership, scalability, security, and strategic differentiation
• Lead the design, development, and deployment of AI and generative AI solutions using Azure AI Services, Azure OpenAI, and other approved AI platforms
• Define and track KPIs to measure AI value realization 
• Establish best practices for experimentation, architecture design, vendor evaluation, and AI solution engineering

Qualifications of the Director of AI:

• Bachelor's degree preferred but not required
• 15+ years experience leading technology, software development, and process improvements
• 5+ years working with Microsoft cloud technologies and within the Azure ecosystem
• 3+ years working and implementing AI solutions
• Experience leading teams through digital transformation and scaling AI capabilities
• Experience with Lifepro/Btrieve desirable

 Compensation for the Director of AI:

• $200,000 - $240,000 (based on experience)
• Comprehensive benefit package; Cigna Medical, Cigna Dental, Vision, 401k w/ ADP, PTO, paid holidays, sick Leave as required by law

This job opens for applications on 3/23/26. Applications for this job will be accepted for at least 30 days from the posting date

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