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Chief Technology Officer

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Remote

Chief Technology Officer

Madison-Davis, LLC

Chief Technology Officer

Skills

E-commerce WebsitesJavaTesting & QAMicroservicesAIAWSCompliance

2 months ago

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Important information


Contract type:

Permanent

Salary:

$320,000 – $345,000 / year

Location:

New York, NY, USA

Work mode:

Remote

Published on:

13 August 2026

What they need


Responsibilities:

  • Lead technology strategy and engineering execution across a large, distributed organization.
  • Drive modernization of high-volume, transaction-intensive, and mission-critical enterprise platforms.
  • Improve software delivery velocity, quality, reliability, scalability, and overall engineering productivity.
  • Establish architecture direction across Java, microservices, cloud, private cloud, data, APIs, integrations, and distributed systems.
  • Translate business priorities, customer needs, market changes, and regulatory requirements into executable technology roadmaps.
  • Lead major platform transformation initiatives while maintaining stability and performance across existing production environments.
  • Drive practical adoption of AI across software development, testing, operations, automation, and customer-facing workflows.
  • Identify opportunities to use emerging technologies to improve engineering efficiency and business outcomes.
  • Develop engineering leaders and build high-performing teams while maintaining sufficient technical depth to challenge architecture and delivery decisions.
  • Lead geographically distributed onshore and offshore engineering organizations.
  • Partner closely with product, operations, commercial, and other business leaders to align technology investments with strategic priorities.
  • Communicate technology strategy, investment priorities, risks, architecture decisions, and delivery progress to senior executives and key stakeholders.

Role Requirements:

  • Significant senior technology leadership experience as a CTO, SVP/VP of Engineering, Head of Engineering, or comparable technology executive.
  • Demonstrated experience leading a large or highly complex software engineering organization.
  • Strong technical and architectural foundation with the ability to remain close to engineering despite executive-level responsibilities.
  • Experience leading technology organizations responsible for high-volume, transaction-intensive, data-intensive, or mission-critical platforms.
  • Strong background modernizing complex legacy enterprise applications and platforms.
  • Experience with Java or comparable enterprise technologies and modern microservices-based architectures.
  • Strong understanding of APIs, distributed systems, data architecture, integration patterns, and modern software engineering practices.
  • Cloud architecture and transformation experience, ideally including AWS or another major public cloud platform.
  • Experience operating across public cloud, private cloud, or hybrid infrastructure environments.
  • Proven ability to materially improve engineering velocity, software delivery, platform quality, and organizational effectiveness.
  • Experience leading distributed onshore and offshore engineering teams.
  • Experience operating in complex, regulated, or technology-intensive business environments.
  • Demonstrated ability to translate business and regulatory requirements into technology strategy and execution.
  • Demonstrated use of AI and Generative AI to improve engineering productivity, automation, customer experiences, or broader business outcomes.
  • Strong executive communication and stakeholder-management skills.
  • Ability to move comfortably between executive strategy and detailed technology, architecture, and delivery discussions.
  • Track record of building strong engineering leadership teams and creating cultures centered on accountability, curiosity, innovation, and execution.

Nice to Have:

  • Experience with AI development tools and platforms such as Claude or comparable LLM technologies.
  • Experience introducing AI-assisted software development, testing, automation, or operational workflows at enterprise scale.
  • Experience modernizing large-scale transactional or real-time processing platforms.
  • Experience in healthcare technology, fintech, payments, financial services, insurance technology, e-commerce, enterprise SaaS, or another high-volume technology environment.
  • Experience with cloud-agnostic or hybrid-cloud platform transformation.
  • Experience leading multiple agile engineering teams and large technology-transformation programs.
  • Experience managing significant technology budgets and complex transformation roadmaps.
  • Experience consolidating or transforming engineering functions across architecture, DevOps, QA, CI/CD, and release management.
  • Experience leading technology initiatives driven by significant regulatory, compliance, or industry changes.

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