Permanent

Lead AI & Systems Developer (Python)

Posted by Confidential • Collingwood, Ontario, Canada

📍 Collingwood, Ontario 🕒 February 24, 2026

About the Role

Lead AI & Systems Developer (Python)

Our client is a a founder-led group of companies operating across aviation, telecom, hospitality, craft brewing, commercial real estate, luxury charters, and fintech.


They are building an internal AI platform powering operational efficiency across their entire portfolio, including:

  • AI assistants

  • Workflow automation

  • Contract generation

  • HR onboarding

  • Data integration.
  • We are looking for a hands-on Python developer who is excited to build, ship, and scale new tools as their digital ecosystem expands.

    Job Overview


    This is a hybrid role combining software development, systems integration, and applied AI.
    You will build the next phase of our internal software, connect systems across different businesses, and introduce AI/automation where it creates clear operational value.

    Responsibilities

  • Build & Expand existin...
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