Founding Senior Software Engineer

Double Nickel • New York, NY

45d

About The Position

We're rebuilding how logistics companies hire and retain drivers, using AI from the ground up. Trucking powers over 70% of the nation's freight, but the systems that move drivers into seats are slow, manual, and outdated. In a world where AI is often replacing jobs, we're using it to connect real people to real ones. Our agentic recruiting software helps fleets hire faster and smarter so drivers actually get on the road.

We're a small, fast-moving team that ships real product every week. We've grown 5x in the past year, and every feature we build has a direct line to someone getting hired.

You'll be one of the earliest senior engineers on the team, working directly with the CTO and CEO to define our technical direction. You'll own critical systems end to end, make architectural decisions that shape the product for years, and set the engineering standards as we scale the team.

This isn't a role where you inherit a codebase and maintain it. You'll drive technical strategy, build core infrastructure, and mentor engineers as we grow. You'll have real influence over what we build, how we build it, and who we build it with.

Requirements

• Technical leadership: You've been the person others look to for architectural guidance. You make systems simpler, not more complex.
• Ownership mentality: You take full responsibility for problems, chart your own path, and see things through without waiting for direction.
• Speed and judgment: You move quickly, make sound decisions with incomplete information, and know when to ship versus when to invest more.
• Product instinct: You think about user impact first, prioritize outcomes over perfection, and care deeply about what the customer experiences.
• Clear communication: You raise blockers early, ask sharp questions, and keep people aligned without being prompted.
• Startup readiness: You're energized by ambiguity, limited resources, and the chance to build something that matters.
• 5+ years of professional software engineering experience, with depth in full-stack development
• Strong proficiency in React, TypeScript, and Python
• Experience designing and building AI-powered systems (LLMs, speech-to-text, workflow orchestration)
• Track record of owning complex technical projects from design through production
• A Bachelor's degree in Computer Science or a related STEM field

Responsibilities

• Own and evolve core platform architecture across our full stack
• Design and build AI-powered systems including multi-modal agents across voice, text, and email
• Make key technical decisions on infrastructure, tooling, and system design
• Shape engineering culture, processes, and hiring as we scale from 10 to 20+
• Work directly with customers to understand problems and ship solutions fast

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level