Remote IT Strategy & Systems Architecture Lead (Contractor)

OpenTrain AI, Inc.

United States

Remote

USD 83,000 - 103,000

Part time

14 days+

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Job summary

OpenTrain AI, Inc. is seeking a seasoned IT leader to help improve AI tools for IT professionals by applying practical experience in strategy, systems architecture, infrastructure, compliance, vendor management, and technical leadership.

This remote, part-time contractor role requires clear communication, professional judgment, and the ability to mentor teams. Fluent English and at least five years in IT management are expected, with expertise in governance, risk, and third-party integration.

Qualifications

  • At least five years as an IT or Systems Manager leading technical teams or managing enterprise-scale infrastructure.
  • Expertise in IT strategy, systems architecture, technology roadmapping, vendor management, contract evaluation, and third-party integrations.
  • Strong knowledge of security compliance frameworks such as ISO 27001, NIST, or GDPR, plus risk management practices.
  • Ability to explain complex technical topics clearly in writing and conversation and evaluate documentation, workflows, and processes from a broad IT management perspective.
  • Experience mentoring or coaching IT professionals and improving technical team performance.
  • Prior AI training experience is not required.

Responsibilities

  • Assess IT strategy, systems architecture, technology roadmaps, and infrastructure optimization.
  • Review vendor management, procurement, contract considerations, and third-party system integration scenarios.
  • Identify gaps in proposed solutions involving architecture, implementation, security, risk mitigation, and operational feasibility.
  • Contribute examples involving compliance frameworks, regulatory standards, documentation, workflows, and process design.
  • Share practical guidance on technical leadership, knowledge transfer, mentoring, and professional upskilling.

Skills

IT strategy
Systems architecture
Infrastructure
Vendor management
Technical leadership
Knowledge transfer
Mentoring

Job description

OpenTrain AI, Inc. is seeking a seasoned IT leader to help improve AI tools for IT professionals by applying practical experience in strategy, systems architecture, infrastructure, compliance, vendor management, and technical leadership.

This remote, part-time contractor role requires clear communication, professional judgment, and the ability to mentor teams. Fluent English and at least five years in IT management are expected, with expertise in governance, risk, and third-party integration.

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