Chief Technology Officer, Technology Services

Toptal; Chicago (IL); Remote; USD 300,000 - 340,000; Full time

Job summary

Toptal is seeking a Chief Technology Officer for Technology Services to drive revenue growth via a technology-led strategy. The role involves leading technology solutions in areas like Cloud, Data & AI, and consulting engagements, requiring a strong executive presence and deep technical expertise.

Qualifications

• 15+ years of experience in enterprise technology services.
• 5+ years in an executive consulting services role.
• Demonstrated ability to directly influence $25M+ in annual revenue.

Responsibilities

• Lead Go-to-Market Technology Strategy and evolve solution offerings.
• Engage with CxOs as a trusted technology advisor.
• Oversee early solution design and proposal development.

Skills

Cloud Platforms

Data & AI

Cybersecurity

Enterprise Application Integration

Communication

Leadership

Education

Bachelor’s degree in Engineering

Master’s degree in Engineering or Business

Job description

Join to apply for the Chief Technology Officer, Technology Services role at Toptal

Join to apply for the Chief Technology Officer, Technology 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 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.

Job Summary:

As CTO of Technology Services, you will serve as a key member of the technology services leadership team, reporting directly to the CEO of Technology Services. Your mission will be to define, evolve, and execute a technology-led go-to-market strategy that drives revenue growth across strategic clients. This is a front-line revenue role — ideal for a visionary who combines deep technical knowledge with commercial savvy and consultative influence.

You’ll partner closely with Practice Leaders across Cloud, Data & AI, Cyber & InfoSec, and Applications & Integration to build and continuously improve our solution offerings. You will be responsible for enabling business development, in partnership with industry sales teams, supporting enterprise pursuit cycles, developing CxO relationships, and increasing our win rate on medium to large-scale technology services engagements.

This role demands thought leadership, client presence, solution innovation, and a proven track record of growing multi-million-dollar services businesses in the technology consulting industry.

This is a remote position. Resumes and communication must be submitted in English.

Responsibilities:

The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills.

• Lead Go-to-Market Technology Strategy: Define and evolve differentiated, high-impact solution offerings aligned with market demand and client transformation agendas.
• Accelerate Revenue Growth: Partner with sales, marketing, and practices to drive pipeline growth, solution qualification, and pursuit strategy — including direct involvement in top enterprise pursuits.
• Client Executive Engagement: Act as a trusted technology advisor to CxOs of key accounts; represent Toptal in thought leadership forums, webinars, and executive briefings.
• Solution Innovation: Champion the continuous refinement of our solution portfolio in collaboration with practice leads; ensure offerings stay ahead of market trends in AI, cloud modernization, cybersecurity, and enterprise integration.
• Deal Shaping & Architecture Oversight: Oversee early solution design and proposal development to ensure technical and commercial win themes align with client needs and Toptal’s delivery capabilities.
• Internal Leadership: Drive alignment across technology and delivery teams; mentor solution architects, delivery, and pursuits core team members across pursuits and delivery.
• Market Sensing & Thought Leadership: Represent Toptal’s point of view on emerging technology trends; publish thought pieces, engage in client workshops, and guide GTM enablement.

Qualifications and Job Requirements:

• Bachelor’s degree in Engineering is required. Master’s degree in Engineering, Business, or a related field preferred.
• 15+ years of experience in enterprise technology services, with 5+ years in an executive consulting services role or national/regional CTO capacity.
• Proven track record of directly influencing $25M+ in annual revenue through consultative sales and strategic solutioning.
• Strong executive presence with experience in C-level client engagement, ideally across multiple verticals.
• Deep technical expertise across at least two of the following: Cloud Platforms, Data & AI, Cybersecurity, Enterprise Application Integration.
• Experience building and leading pre-sales and/or solutioning teams in a high-growth services environment.
• Strong understanding of modern delivery models including agile, DevSecOps, managed services, and global delivery.
• Demonstrated ability to translate emerging technology trends into sellable, scalable service offerings.
• Prior experience collaborating with sales and marketing on demand generation campaigns and pipeline acceleration.
• Excellent communication and storytelling skills; comfortable representing Toptal at industry events and executive forums.
• Entrepreneurial mindset with bias toward experimentation, continuous improvement, and cross-functional collaboration.
• Experience at a high-growth consulting firm or global systems integrator.
• Recognized thought leader in one or more of: GenAI/LLMs, cybersecurity transformation, cloud-native architecture, or industry-specific tech enablement.
• Background in P&L ownership or direct accountability for business unit financial performance.
• Outstanding written and verbal communication skills, including proposals and presentations.
• Ability to work in a fast-paced, rapidly growing company and handle a wide variety of challenges, deadlines, and a diverse array of contacts.
• Regular or periodic travel to meet and engage with Toptal clients and customers both inside and outside of your geographic location.
• 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.

Essential Job Functions

• 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.

US FLSA Classification: Full-Time/Exempt

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Information Technology, Business Development, and Sales

• Industries

  Technology, Information and Internet, Professional Services, and IT Services and IT Consulting

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