Enterprise Digital AI Transformation Leader

Elite AI and Digital Transformation Leader - Insurance - On-Site
This Jobot Job is hosted by: Eric Emenhiser
Are you a fit? Easy Apply now by clicking the "Apply" button and sending us your resume.
Salary: $220,000 - $275,000 per year
A bit about us:
Based in Detroit, MI and Boston, MA, we are one of America's most trusted and recognizable brands - the ones you often count on to get out of a tough spot (whether in life, or on the road). We're a stable $1.2B business unit which delivers and captures significant value across several streams of revenue.
The Mission:
Join the elite Seal Team 6 of AI and Innovation inside one of the most stable, trusted, and well-resourced enterprises in America. This isn't your average transformation gig. You'll be part of a highly skilled unit rewriting the DNA of a decades-strong business from the inside - using AI to architect the future and scale impact across millions of customers. We have no shortage of business and technical challenges to solve, across tech old and new. We're looking for our next AI & Automation leader to deliver incredible business enhancements which will be felt internally and externally for decades to come.
Why join us?
Why You'll Want This Role:

• You'll be joining an AI-forward initiative within a rock-solid business offering long-term stability, a pension plan, and the full resources of a billion-dollar enterprise.
• Your work will deliver multi-million-dollar impact, transforming systems that touch real lives - not ad clicks.
• You'll have the autonomy, technical challenges, and mission-driven culture usually reserved for startups, without sacrificing security or support.
• You'll lead a team that values code quality, meaningful impact, and clear, ethical AI over hype or buzzwords.
• You'll be part of a company that doesn't just talk about empathy and human connection-it builds it into every customer experience.

What You'll Be Doing:

• Designing and deploying production-ready ML systems that drive decision-making, risk assessment, customer personalization, and operational efficiency.
• Building, training, and validating models using Python, Jupyter, TensorFlow, and OpenAI APIs-models that don't just run, but deliver real business ROI.
• Leading an elite technical team (including Six Sigma black belts) to reimagine legacy processes, automate intelligently, and navigate complex ethical and operational risks of AI.
• Collaborating with long-tenured subject matter experts and executive leadership to earn trust, challenge assumptions, and align innovation with core business strategy.
• Architecting systems and pipelines that scale-not just code that works for a demo.

Job Details
This role is not theoretical, and it's definitely not just about "vibe coding." This is keyboard-in-hand, architecture-on-whiteboard, results-in-production work that reshapes business-critical systems at scale.
Core Tech Stack & Tools:

• Deployment: Model deployment pipelines, API integrations, and architecture-aware design
• Languages: Python, SQL
• ML/AI Frameworks: TensorFlow, OpenAI API, Scikit-learn
• Environments: Jupyter, Git, Linux
• Data: Pandas, NumPy, data pipelines & cloud-based processing

What You Bring:

• Proven experience delivering enterprise-scale AI and Automation solutions (5-10 years).
• Experience delivering end-to-end ML solutions: from data wrangling to deployment, using modern ML tools and frameworks.
• Strong technical leadership with the ability to lead by doing, not just by directing. You should be equally comfortable in Jupyter notebooks and architectural diagrams.
• Deep understanding of AI model design, ethical considerations, and business impact measurement.
• Comfort navigating both greenfield innovation and the constraints of enterprise transformation.
• A balance of hands-on execution and visionary design thinking - able to ship now and scale later.

This is your chance to build the future inside a business that's ready to evolve-and trusts you to lead that charge. Ready to go beyond the buzzwords and make an impact that lasts? Let's talk. Interested in hearing more? Easy Apply now by clicking the "Apply" button.
Jobot is an Equal Opportunity Employer. We provide an inclusive work environment that celebrates diversity and all qualified candidates receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.
Sometimes Jobot is required to perform background checks with your authorization. Jobot will consider qualified candidates with criminal histories in a manner consistent with any applicable federal, state, or local law regarding criminal backgrounds, including but not limited to the Los Angeles Fair Chance Initiative for Hiring and the San Francisco Fair Chance Ordinance.