CEO, AI Services

Join to apply for the CEO, AI Services role at Toptal

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 combine the best elements of virtual teams 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.

As the CEO of AI Services, you will lead Toptal’s AI Services business – a division that delivers data annotation, forward‑deployed engineering, enterprise AI transformation, and integrated AI software development. You will own the AI framework, strategy, and execution, building and scaling the full‑scale AI services to provide world‑class client outcomes and sustainable growth.

• Own the vision, strategy, and execution plan for Toptal’s AI Services.
• Define organizational structure and leadership model for the AI Services teams.
• Provide hands‑on operational leadership, bringing rigor, consistency, and accountability to all AI Service lines.
• Translate AI Services strategy into detailed operational roadmaps.
• Establish scalable processes and systems to deliver excellence, efficiency, and client satisfaction at scale.
• Partner cross‑functionally with Product, Engineering, Marketing, Finance, and Legal.
• Drive a high‑performance culture and ensure alignment to evolving business needs.

• Bachelor’s degree required. Master’s in Engineering, Computer Science, Business or related field preferred.
• 10+ years of progressive leadership experience in scaling complex AI, technology or service organizations.
• Proven track record of leading multi‑service or AI‑driven initiatives with P&L, growth, and operational excellence.
• Ability to develop and execute scalable AI strategies and frameworks.
• Experience at a technology, AI or hyper‑growth company strongly preferred.
• Management consulting or investment banking experience preferred.
• Exceptional strategic thinking and data‑driven decision making.
• Excellent communication and interpersonal skills, capable of influencing stakeholders at all levels.
• Experience driving cross‑functional collaboration across Product, Engineering, sales, marketing, delivery, support.
• Excellent organization and detail orientation; hyper‑organized and mentor others.
• Adaptable, comfortable with changing priorities and building consensus.
• Ownership mindset and pride in delivery quality.
• Ability to work in a fast‑paced, rapidly growing company and handle diverse challenges.
• Willingness to travel to meet clients, team members, and stakeholders.
• World‑class individual contributor; you will not just tell people what to do.

• Attend scheduled virtual team meetings on camera.
• Work independently with minimal supervision.
• Use required digital collaboration tools.
• Prioritize and self‑manage workflows and deadlines.

US FLSA Classification:
Full‑Time/Exempt

• Executive

• Full‑time

• Business Development and Sales

• Technology, Information and Internet

Remote position. Resumes and communication must be submitted in English.