CEO, AI Services

Responsibilities

• Own the vision, strategy, and execution plan for Toptal’s AI Services, including all AI-driven Service offerings.
• Define the organizational structure and leadership model for the AI Services teams, ensuring the right roles and capabilities are in place.
• Provide hands-on operational leadership, bringing rigor, consistency, and clear accountability to all AI Service lines and functions.
• Translate high-level AI Services strategy and business objectives into detailed operational roadmaps for all areas of responsibility.
• Establish scalable AI Services processes and systems to ensure delivery excellence, efficiency, and client satisfaction at scale.
• Partner cross-functionally with Product, Engineering, Marketing, Finance, and Legal to execute on strategic priorities and company-wide AI Services initiatives.
• Drive a high-performance culture across all functions and businesses, while ensuring we are tightly aligned to support evolving business needs.

Qualifications and Job Requirements

• Bachelor’s degree is required. Master’s degree in Engineering, Computer Science, Business, or a related field preferred.
• 10+ years of progressive leadership experience in scaling complex AI, technology or service organizations and multiple business units, ideally within technology-driven environments.
• Proven track record of successfully leading multi-service or AI-driven initiatives with accountability for P&L, growth, and operational excellence.
• Demonstrated ability to develop and execute scalable AI strategies and operational frameworks that drive efficiency, client satisfaction, and sustainable growth.
• Experience at a technology, AI, or hyper-growth company is strongly preferred. Management consulting experience at a top-tier firm (e.g., McKinsey, Bain, BCG) or investment banking experience is preferred but not required.
• Exceptional strategic thinking and problem-solving skills, with the ability to make data-driven decisions in ambiguous environments.
• Excellent communication and interpersonal skills, capable of influencing stakeholders at all levels, including executives and clients.
• Experience driving cross-functional collaboration and alignment across Product, Engineering, sales, marketing, delivery, and support functions.
• Excellent organization skills and detail-oriented. You are hyper-organized, know how to work efficiently, and prioritize execution, as well as mentor others to do the same.
• Adaptable. Comfortable managing changing priorities, learning new skills, and building consensus across varied senior stakeholder groups.
• Ownership. You are a dependable leader who takes responsibility for your success as well as the success of the entire AI organization.
• Quality. You take pride in everything you deliver as a reflection of yourself.
• Able to work in a fast-paced, rapidly growing company and handle a wide variety of challenges, deadlines, and a diverse array of contacts.
• Willingness to travel to meet with clients, team members, and stakeholders.