RemoteLeaf Logo
Log in Sign up

Chief Technology Officer - US-Based

3 weeks, 4 days ago
United States
Full-time
Executive
CTO (Chief Technology Officer)
Software Development
Microservices
Apply Now
Toptal

Toptal

Toptal is a curated talent marketplace connecting freelance software developers, designers, finance experts, product managers, and project managers with businesses globally. With a focus on top 3% talent in software engineering, design, and finance, To...

Construction & Engineering
5K-10K
Founded 2010
$4M raised
View All Jobs 26

Description

  • Set and execute Toptal’s AI and engineering strategy, bringing evidence-based recommendations to the CEO.
  • Own the end-to-end technical architecture, including services, data flows, interfaces, infrastructure, security, and system boundaries.
  • Design and operate AI foundations covering model selection, fine-tuning, orchestration, retrieval, context engineering, tools, guardrails, evaluation, and cost control.
  • Deploy agentic systems across matching, vetting, onboarding, delivery, and internal operations, with measurable accountability for outcomes.
  • Establish evaluations, regression suites, and review loops to measure AI quality and reliability.
  • Increase engineering productivity through AI-assisted development, testing, review, and operations.
  • Own workforce planning, team design, headcount, hiring commitments, talent assessment, and performance standards.
  • Lead and develop a globally distributed engineering organization while maintaining high standards for speed, quality, throughput, and reliability.
  • Partner with Product to expose core business logic through modular interfaces and scalable infrastructure.
  • Assess the organization and AI maturity, establish shared architecture and operating cadences, and deliver agents into production against defined milestones.

Requirements

  • Bachelor’s degree in Computer Science, Engineering, or a related technical field; advanced degree strongly preferred.
  • 15+ years of progressive engineering leadership, including substantial experience as a CTO, VP of Engineering, or direct report to one at meaningful scale.
  • Hands-on production experience with foundation models, agentic architectures, harness design, retrieval, context engineering, fine-tuning, and evaluation.
  • Experience deploying agentic systems at scale with measured effects on cost, cycle time, quality, or revenue.
  • Strong understanding of model routing, hosted versus self-hosted infrastructure, inference capacity, latency, cost budgets, and provider portability.
  • Proven experience creating strategy, driving organizational adoption of AI, and communicating effectively with executives and technical teams.
  • Quantifiable experience with workforce planning, hiring, talent assessment, and performance management.
  • Current coding ability and expertise in distributed systems, service architecture, data-intensive applications, and cloud infrastructure at scale.
  • Experience modernizing large existing codebases and replacing critical systems without interrupting operations.
  • Experience leading globally distributed remote teams; marketplace or multi-tenant platform experience preferred.
  • Ability to work independently, manage deadlines, use digital collaboration tools, and reliably attend scheduled virtual meetings on camera.
  • Outstanding written and verbal communication, with a high-ownership, urgent, hands-on working style.

Benefits

  • Fully remote position with team members distributed globally.
  • Full-time, exempt employment classification.
  • Opportunity to lead AI transformation across a global technology organization.

Interested in this position?

Apply directly on the company website

Apply Now

Similar Roles

8th Light

Field Chief Technology Officer (CTO)

8th Light 51-250 Internet Software & Services

8th Light is hiring a US-remote Field Chief Technology Officer to shape go-to-market strategy, build market relationships, and provide technical leadership that helps win and deliver consulting engagements.

United States Full-time Executive CTO (Chief Technology Officer)
$230k-$288k
6 days, 9 hours ago
Phoenix Ecommerce Technologies

Chief Technology Officer

Phoenix Ecommerce Technologies 11-50 information technology & services

Phoenix is hiring a senior technical executive to own technology and engineering for its AI-native commerce platform, scaling the organization, platform, and agentic products through its next phase of growth.

United States Full-time Executive CTO (Chief Technology Officer)
$350k-$350k
System Design
1 month, 2 weeks ago
GiveDirectly

Chief Technology Officer

GiveDirectly 51-250 Capital Markets

GiveDirectly is hiring a Chief Technology Officer to lead the technology, engineering, data, security, and enterprise systems needed to scale its cash transfer operations to a $5B+ annual business.

United States United Kingdom Kenya Full-time Executive CTO (Chief Technology Officer)
$366k-$518k
Agile Cybersecurity Machine Learning
1 month, 2 weeks ago
Arootah

Fractional Director of Technology (Advisor Network)

Arootah 11-50 Professional Services

Arootah is seeking an experienced Director of Technology to consult with alternative asset firms and family offices on technology leadership, infrastructure, and operations support.

Anywhere Contract Lead CTO (Chief Technology Officer) Director of Engineering
$520k-$832k
Cybersecurity IoT Kubernetes
2 months, 3 weeks ago

You're on a roll! Sign up now to keep applying.

Sign Up

Already have an account? Log in

Used by 14,729+ remote workers