Head of AI & Enterprise Transformation

Insight Global; Miami (FL); On-site; USD 180,000 - 250,000; Full time

Job summary

Insight Global seeks a Head of Artificial Intelligence to lead enterprise AI transformation and report to the COO. This executive role blends strategic vision with hands-on execution to scale AI across the organization and deliver measurable business impact.

You will build roadmaps, Partner with IT and analytics teams, mentor data professionals, and drive AI adoption across originations, underwriting, servicing, and operations, shaping a modern AI-enabled enterprise.

Qualifications

• Experience leading enterprise AI initiatives with measurable impact.
• Ability to operate strategically while delivering hands-on AI solutions.
• Proven track record automating workflows and improving operations.
• Experience in fast-growing environments with evolving infrastructure.
• Background in financial services or operations is a plus.

Responsibilities

• Develop and execute enterprise‑wide AI and automation strategy.
• Assess current operations to identify modernization opportunities.
• Build AI transformation roadmaps, business cases and ROI proposals.
• Drive AI adoption across origination, underwriting, servicing, and operations.
• Mentor data analytics teams and collaborate with IT and business stakeholders.
• Establish governance, best practices, and responsible AI frameworks.

Skills

Strategic leadership

Hands-on execution

AI strategy

Executive communication

Cross-functional collaboration

Job description

Insight Global seeks a Head of Artificial Intelligence to lead enterprise AI transformation and report to the COO. This executive role blends strategic vision with hands-on execution to scale AI across the organization and deliver measurable business impact.

You will build roadmaps, Partner with IT and analytics teams, mentor data professionals, and drive AI adoption across originations, underwriting, servicing, and operations, shaping a modern AI-enabled enterprise.