Leo Berwick AI ("LB AI") is a high-growth technology and AI advisory firm that works with PE firms and their portfolio companies across the deal lifecycle, from technology M&A services to AI strategy & execution. We believe technology can have an outsized impact on firm performance and enterprise value.

As a growth-stage firm, we value initiative, collaboration, and high performance. We move quickly, invest in continuous learning, and are united by a shared ambition to build something exceptional, together.

Why Join Us

• The opportunity to help build and shape practice offerings
• Equity participation aligned to the value you create
• Entrepreneurial opportunity to lead a growing data and AI practice
• Competitive compensation (base + performance bonus) and comprehensive benefits
• Flexible work model with offices in New York, Chicago, Seattle, and Toronto
• Significant breadth of experience: Work across industries, deal stages, and problem types with C-Suite Portfolio Company Portfolio Company (portco) leaders and Private Equity (PE) sponsors

About the Role

We build data and AI solutions that drive real business outcomes for private equity portfolio companies. We're looking for a Data & AI Leader who can design the architecture, run the implementation, and grow a high-performing team around them.

We're hiring a Senior Data & AI Leader to architect, build, and scale end-to-end solutions in PE-backed environments - this is a full-stack leadership role.



You'll own the design of end-to-end data and AI solutions from the first whiteboard session with a client through deployment and adoption. You'll lead a team of data engineers, business analysts, and data visualization specialists, and have influence over who joins that team. This role offers the flexibility to lean into other areas of the firm as we grow, including business development, commercial strategy, and internal AI enablement initiatives.

If you want a role where you can build something, this is your high-impact seat.

What You'll Do

• Design and deliver scalable and pragmatic end-to-end data and AI solutions
• Lead delivery across the full project lifecycle, including discovery, design, development, testing & validation, deployment, hypercharge, and monitoring & observability
• Build data models that are clean, well-documented, and represent the business
• Manage and mentor a cross-functional team of data engineers, analysts, and visualization specialists
• Build and mentor teams of data engineers, analysts, and specialists Translate complex technical concepts for non-technical clients and stakeholders
• Strong perspective on where AI creates real value, with ability to scale repeatable solutions
• Contribute hands‑on as needed (pipelines, transformations, platform work)
  
  
  
  
• Present architectural recommendations and roadmaps to client leadership, including CIOs, CTOs, and PE deal teams, and participate in steering committees throughout the engagement
• Contribute to firm-wide commercial and strategic initiatives

What We're Looking For

• Proven track record designing and delivering data/AI solutions with clear business impact (8+ years' experience preferred)
• Strong architecture and data modeling expertise with an ability to drive its adoption with clients
• Hands-on experience with contemporary data & AI stacks (including applied AI use cases like RAG and agent workflows)
• Experience leading and developing technical teams, enabling individuals across diverse skill sets to perform at their best
• Hands-on builder with experience writing production code and building data pipelines
• Genuine curiosity about AI, with strong judgment on where it applies

Equal Opportunity Statement

Leo Berwick provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type with regard to race, age, ancestry, color, creed, disability status (physical or mental), gender, marital status, legally-protected medical condition (including pregnancy), national origin, religion, gender identity or expression, genetic information, sexual orientation, military, protected veteran status, or any other characteristic protected by applicable federal, state, or local laws.