[Hiring] CEO, AI Services @Toptal

Role Description

As the CEO of AI Services, you will lead Toptal’s AI Services business which is one of the most innovative divisions of Toptal. Our AI Services combine world-class services in data annotation, forward-deployed engineering, enterprise AI transformation, and an integrated AI software development approach — all aimed at advancing the next generation of AI and intelligence for enterprises.

• 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

• 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.
• 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.
• Ability 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.
• You must be a world-class individual contributor to thrive at Toptal.

Requirements

• Regularly and reliably attend scheduled virtual team meetings on camera.
• Work independently with minimal supervision.
• Use all required digital collaboration tools.
• Prioritize and self-manage workflows and deadlines.

Company Description

Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe, Toptal is the world’s largest fully remote workforce.

We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold.