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Cracked Software Engineer - Special Projects

HeyMilo AI

toronto, on, Canada Full-time June 01, 2026
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Vacancy Description

About HeyMilo HeyMilo is building AI interviewers that run real conversations with candidates. We help companies screen faster and make better hiring decisions using conversational AI.

The Role We’re hiring a

cracked software engineer

to work on special projects. This is a high‑ownership role where you’ll solve ambiguous, real‑world problems and ship quickly. You’ll operate across product and engineering, building end‑to‑end solutions that actually get used.

What You’ll Do

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

What We’re Looking For

Strong full‑stack or backend experience (Python, TypeScript, etc.)

Experience with LLMs and prompt engineering

Heavy user of AI coding tools (Cursor, Claude C...

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