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HeyMilo AI

Software Engineer – Special Projects

HeyMilo AI

Cracked Software Engineer solving ambiguous real-world problems with AI-driven solutions. Building end-to-end systems while collaborating with customers in a small, agile team.

Posted 4/12/2026full-timeToronto • 🇨🇦 CanadaMid-LevelSeniorWebsite

Tech Stack

Tools & technologies
PythonTypeScript

About the role

Key responsibilities & impact
  • Build and ship full-stack solutions quickly
  • Prototype new AI-driven features and workflows
  • Turn ambiguous requirements into working systems
  • Iterate fast based on real usage and feedback
  • Make pragmatic tradeoffs to move fast

Requirements

What you’ll need
  • Strong full-stack or backend experience (Python, TypeScript, etc.)
  • Experience with LLMs and prompt engineering
  • Heavy user of AI coding tools (Cursor, Claude Code, Codex, etc.)
  • Strong fundamentals (databases, APIs, system design)
  • Ability to break down complex problems into simple solutions
  • High ownership, scrappy, and execution-focused
  • Comfortable working under pressure and hitting tight deadlines

Benefits

Comp & perks
  • Competitive pay
  • Benefits
  • RRSP match

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
PythonTypeScriptLLMsprompt engineeringdatabasesAPIssystem design
Soft Skills
problem-solvinghigh ownershipscrappyexecution-focusedworking under pressurehitting tight deadlines