Full-Time

Ceo – AI Services

US-Based

Toptal

Toptal

5,001-10,000 employees

Marketplace connecting businesses to top freelancers

No salary listed

Remote in USA

Remote

Category
Business & Strategy (1)
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
  • 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
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
  • In the first week, expect to: Onboard and integrate into Toptal. Learn Toptal’s model, our value proposition, and our story. Deep dive into the AI Services organization to gain clarity on current structures, key initiatives, and challenges. Meet key leaders and stakeholders across AI, Product, Engineering, and the Executive team to build foundational relationships and understand cross-functional dependencies
  • In the first month, expect to: Conduct a comprehensive assessment of AI Services initiatives, including organizational structure, team capabilities, operational processes, and performance metrics. Engage with senior leaders and key stakeholders to validate your initial findings and gather input on critical challenges and growth opportunities. Begin shaping a strategic operating model and execution framework tailored to the unique needs of Toptal’s AI Services function. Develop a clear understanding of client expectations and feedback to align AI Services initiatives with market demands
  • In the first three months, expect to: Begin executing a detailed operational plan that aligns with Toptal’s strategic objectives for AI Services, emphasizing scalability and efficiency. Sponsor and oversee initiatives that improve AI Services delivery consistency, system scalability, and client impact, ensuring cross-functional alignment and sustainable operational excellence. Deepen engagement with clients and internal stakeholders to anticipate future AI Services needs and proactively adapt offerings
Desired Qualifications
  • Master’s degree in Engineering, Computer Science, Business, or a related field preferred
  • 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

Toptal is a global freelance marketplace that connects businesses with vetted professionals in software engineering, design, finance, project management, and product management. It works by screening applicants and accepting a small fraction (about the top 3%), then matching clients with freelancers through flexible engagement models such as managed delivery, consulting, or full-team placements. Clients pay a premium on top of freelancers’ rates, and Toptal earns revenue from this markup. The company emphasizes remote, distributed talent sourcing, allowing it to fill client needs from anywhere in the world. Its goal is to provide reliable, high-quality on-demand expertise to startups and enterprises alike, enabling teams to scale quickly without geographic constraints.

Company Size

5,001-10,000

Company Stage

Seed

Total Funding

$1.4M

Headquarters

San Francisco, California

Founded

2010

Simplify Jobs

Simplify's Take

What believers are saying

  • Marketing and finance verticals diversify revenue beyond software development and design.
  • Managed delivery services command premium pricing for end-to-end solution delivery.
  • Eastern European talent access via YouTeam acquisition reduces cost-of-talent pressure.

What critics are saying

  • EU nearshore competitors undercut Toptal rates by 40-50% with native GDPR compliance.
  • Aggressive acquisitions risk diluting top 3% brand with lower-quality inherited freelancers.
  • 2026 worker misclassification enforcement forces reclassification, spiking operational costs 30-50% globally.

What makes Toptal unique

  • Rigorous four-stage screening process accepts only top 3% of applicants globally.
  • Managed delivery and full-team placement models serve enterprise clients beyond task work.
  • Strategic acquisitions of Growth Collective, VironIT, Graphite expand into marketing, finance, custom software.

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Your Connections

People at Toptal who can refer or advise you

Benefits

Remote Work Options

Flexible Work Hours

Professional Development Budget

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

-1%

2 year growth

0%
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