Aspire Software

AI Transformation Lead

Aspire Software

full-time

Posted on:

Location Type: Hybrid

Location: MontrealCanada

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Job Level

About the role

  • Identify, build, validate, and scale AI-powered product solutions
  • Engage directly with customers and iterate based on real-world feedback
  • Embed with internal teams to automate workflows and deploy agents
  • Own customer discovery, validation, prioritization, measurable impact, and automation leadership

Requirements

  • Strong ability to build working software using AI tools
  • Proven experience rapidly prototyping and iterating on product ideas
  • Experience designing and deploying AI agents and workflow automation across business functions
  • Ability to work with non-technical internal stakeholders to map workflows, identify automation opportunities, and translate them into working solutions
  • Deep understanding of probabilistic AI systems and guardrails
  • Ability to reason about systems end-to-end
  • Experience engaging directly with customers
  • Ability to identify business and revenue opportunities
  • Strong product judgment and taste
  • Comfort prioritizing under uncertainty
  • Ability to explain complex AI behavior clearly and honestly
  • Strong storytelling grounded in real system behavior
  • Comfortable leading through influence rather than authority
Benefits
  • Base Salary + Performance Bonuses
  • Comprehensive health benefits (medical, dental, vision, life)
  • Paid time off (PTO) and personal days
  • Growth opportunities within a mission-driven, fast-growing company
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
AI toolsprototypingproduct designworkflow automationAI agentsprobabilistic AI systemssystem reasoning
Soft Skills
customer engagementproduct judgmentstorytellinginfluence leadershipprioritization under uncertaintycommunication with non-technical stakeholders