Managing Director of Technology

J
JobgetherTechnology, AI
Remote-friendly position available across Canada., EST timezone alignment preferred.ContractDirector
Salary not disclosed
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Job Details

Required Skills
Software Architecture

Requirements

  • Demonstrated experience building and deploying AI/ML systems in production environments.
  • Experience hiring and leading a technical team of at least five people.
  • Strong ability to communicate technical concepts and trade-offs to non-technical executives.
  • Deep, hands-on understanding of AI architecture (LLM orchestration, RAG, agents, evaluation, fine-tuning).
  • Builder-first mindset with willingness to engage in production issues and hands-on challenges.
  • Strong knowledge of cloud infrastructure and modern engineering practices.
  • Bachelor’s degree or equivalent practical experience.
  • Experience scaling a startup or early-stage organization.
  • Experience working within a services or consultancy model.
  • Commitment to responsible AI practices (transparency, human oversight, privacy).

Responsibilities

  • Lead technical delivery for enterprise clients, serving as the senior technical authority on major engagements.
  • Develop scalable delivery systems and processes, including discovery frameworks and reference architectures.
  • Hire, lead, and develop the engineering organization, providing technical guidance and performance mentorship.
  • Own platform and infrastructure direction, making critical build-versus-buy and security decisions.
  • Shape AI technology strategy, focusing on LLM orchestration, RAG, agents, and fine-tuning.
  • Engage with client executives to translate technical trade-offs into business decisions.
  • Contribute hands-on to resolve production issues and support team delivery.
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