Cracked Software Engineer - Special Projects

HeyMilo • toronto, on • Posted June 01, 2026

Position Overview

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.

We’re a small, fast-moving team working directly with customers on real problems.

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.)

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