Director of AI & Machine Learning

About Us

Integrity is an omnichannel insurtech company innovating insurance with a singular purpose: making insurance simpler and more human, so everyone can plan for the good days ahead! With billions in funding from HGGC, Harvest Partner, SilverLake, we leverage techniques that include predictive modeling, custom dynamic dashboards, next- best-action and behavior triggers, as well as other cutting-edge methods like natural language processing (NLP) to inform decision-making and streamline processes. 

Integrity has experienced significant growth in the past three years, increasing earnings more than 800%. We are an employee owned company, and are also incredibly proud of our women in leadership, from our C-Suite executives to our managing partners and more (women also make up 63% of our workforce!) We recognize the importance of having equal representation throughout our organization — and that starts at the top!

Job Summary

Join a dynamic and fast-paced environment where technology drives innovation in the insurance industry. As an omnichannel Insurtech company, we believe work should be meaningful, impactful, and enjoyable. You’ll be working on one of the most exciting data and technology opportunities in the country while helping to change lives, including your own.

The Director of AI & ML is a senior leadership role responsible for defining and executing the organization’s enterprise-wide Artificial Intelligence (AI) strategy. This role will oversee the development, integration, and scaling of AI and machine learning (ML) initiatives to drive operational efficiency, business innovation, and competitive advantage across Integrity. The ideal candidate combines deep technical expertise with strategic acumen and the ability to collaborate across departments to ensure AI initiatives are aligned with business goals.

Responsibilities

Strategic Leadership:

• Define and lead the organization's enterprise AI strategy, aligned with broader digital transformation objectives.
• Identify, prioritize, and champion high-impact AI use cases across various business functions (e.g., technology, sales, distribution, operations, finance, marketing, risk).
• Drive AI adoption and digital innovation, transforming data into actionable insights and business outcomes.
• Collaborate with executive leadership to develop AI-driven business models and solutions.

Program Oversight & Execution:

• Oversee a portfolio of AI/ML initiatives, from proof-of-concept to production at scale.
• Ensure proper governance, compliance, risk management, and ethical AI practices.
• Establish KPIs and success metrics to monitor the effectiveness and ROI of AI initiatives.
• Manage vendor relationships, including cloud providers, AI platforms, and consulting partners.

Team Leadership & Talent Development:

• Build, lead, and mentor a high-performing team of data scientists, ML engineers, AI product managers, and analysts.
• Foster a culture of experimentation, agility, and responsible innovation.
• Support internal education and AI literacy across the enterprise to empower departments to leverage AI effectively.

Architecture, Data & Technology:

• Partner with Data Engineering, IT, and Architecture teams to ensure scalable AI infrastructure, data pipelines, and model deployment frameworks.
• Champion the adoption of MLOps, responsible AI principles, and reusable AI assets and platforms.
• Keep abreast of emerging AI trends and technologies and evaluate their applicability to the business.

Position Requirements (Knowledge, Skills, and Abilities)

• 10+ years of experience in Data platforms, AI, ML, or advanced analytics, with at least 5 years in a senior leadership or enterprise strategy role.
• Proven track record of delivering AI solutions that drive measurable business value.
• Experience working with cloud platforms (e.g., Azure, Snowflake, Databricks), AI/ML tools (e.g., PySpark, Ragas, mlflow, LangChain, etc), and enterprise data platforms.
• Deep understanding of AI/ML techniques (supervised/unsupervised learning, NLP, deep learning, generative AI).
• Strong knowledge of enterprise IT, data governance, architecture, and security standards.
• Exceptional communication and influence skills, with the ability to present complex topics to executive and non-technical audiences.
• Strategic thinker with strong business acumen and a collaborative mindset.

Preferred Experience:

• Experience implementing Responsible AI frameworks or working within regulated industries (e.g., hea