Cracked Software Engineer - Special Projects at HeyMilo AI

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 team working directly with customers to bring AI into real hiring workflows.

The Role

We’re hiring a cracked senior engineer to work on special projects.

This is a high-ownership role focused on solving real problems fast. You’ll operate at the intersection of engineering, product, and customer needs, building end-to-end solutions that move the business forward.

What you’ll do

• Work closely with sales and customers to understand real-world problems

• Build fast prototypes and iterate quickly under tight timelines

• Turn ambiguous requirements into working, end-to-end systems

• Ship across the stack and make pragmatic tradeoffs

• Help translate early solutions into production-ready systems

What we’re looking for

• Ex-founders strongly preferred or similar startup experience

• Strong product sense and ability to make decisions without perfect information

• Comfortable working under pressure and hitting tight deadlines

• Deep understanding of software fundamentals (databases, systems, APIs)

• Strong full-stack or backend experience

• Heavy user of AI coding tools (Cursor, Claude Code, Codex, etc.)

• Knows how to use AI to move significantly faster than average engineers

• Able to break down business problems into creative technical solutions

• High ownership, scrappy, and execution-focused

Bonus

• Experience with LLMs, prompt engineering, or conversational AI

• Experience with real-time systems or voice/telephony

• Experience working with enterprise customers

Why join

• Competitive base salary + bonuses

• Work on high-stakes, high-visibility problems with direct impact on company revenue

Build fast, ship often, and see immediate results