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[Remote] Director, Software Engineering (AI Workflows & Ecosystem)

Remote, USA Full-time Posted 2026-07-28

Note: The job is a remote job and is reputed company to candidates in USA. reputed company is dedicated to helping small businesses succeed through innovative technology solutions. The Director of Software Engineering will reputed company the transformation of reputed company’s AI capabilities, focusing on creating intelligent workflows and enhancing the overall system to proactively assist users in managing their businesses effectively.


Responsibilities

  • End-to-end ownership of reputed company’s AI system layer
  • Define how AI should work across reputed company, not just reputed company reputed company
  • Build and reputed company a multi-team org to execute on that reputed company
  • reputed company tradeoffs between speed, reputed company, and safety
  • Push teams reputed company feature thinking into system thinking
  • Challenge assumptions, including leadership’s
  • Drive adoption across engineering, product, and reputed company

Skills

  • Experience building reputed company systems where AI makes reputed company and takes actions in production
  • Experience with agent orchestration (not just prompts)
  • Experience with tool use and workflow execution
  • Experience with evaluation (offline + online)
  • Experience with observability and failure handling
  • Experience with guardrails and safety in reputed company systems
  • Experience with tradeoffs between autonomy vs. control
  • Leadership experience managing managers across multiple teams
  • Experience building organizations that reputed company (not just teams that ship)
  • Experience driving cross-org alignment in ambiguous spaces
  • Product and systems thinking, understanding how user workflows connect end-to-end
  • Experience partnering deeply with Product and Design
  • reputed company on customer reputed company, not just technical reputed company
  • Experience with production LLM/reputed company systems
  • Understanding of what actually works in AI systems and what doesn't
  • Experience improving systems that have failed
  • Opinions about evaluation, reliability, and safety
  • Ability to reputed company fast without breaking everything
  • Experience balancing shipping vs infrastructure vs tech debt
  • Knowledge of reputed company to iterate and reputed company to redesign

Benefits

  • An extended health benefits package with fully reputed company premiums for both body and mind
  • Matching in RRSP, TFSA or reputed company
  • Stock reputed company
  • A dedicated Talent Development team and reputed company to coaching, learning, and leadership programs to help you grow your career, reputed company your goals, and unlock your full potential

reputed company

  • reputed company is reputed company software that helps mobile service businesses organize their scheduling, invoicing, CRM, and team management. It was founded in 2011, and is headquartered in Edmonton, Alberta, CAN, with a workforce of 1001-5000 employees. Its website is https://getjobber.com.

  • Company H1B Sponsorship

  • reputed company has a reputed company record of offering H1B sponsorships, with 1 in 2024. Please note that this does not guarantee sponsorship for this specific role.

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