CEO, AI Services

🕒 November 1, 2025

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Toptal

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2010

🤝 B2B

🎯 Recruiter

🏪 Marketplace

💰 Seed Round on 2012-06

B2B • Recruitment • Marketplace

Toptal is an exclusive network of the top freelance software developers, designers, marketing experts, finance experts, product managers, and project managers in the world. The company provides businesses with access to highly skilled professionals to tackle their most important projects. Toptal's offerings allow companies to quickly and flexibly hire top talent for various roles, including developers, designers, and finance experts, among others. These professionals are rigorously tested and vetted to ensure high quality and an excellent trial-to-hire success rate of 98%. With a global presence and a focus on embracing advanced skills such as blockchain and AI, Toptal is leading the future of on-demand work. Companies rely on Toptal for high-skilled freelance talent across various sectors, ensuring they can build amazing teams rapidly and efficiently as per their project needs.

📋 Description

• 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.

🎯 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. • 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. You will not be here just to tell other people what to do.

🏖️ Benefits

• Health insurance • 401(k) matching • Flexible work arrangements • Paid time off • Professional development