Founding Senior Software Engineer

Posted Yesterday
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Brooklyn, NY, USA
Hybrid
190K-220K Annually
Senior level
Artificial Intelligence • HR Tech • Logistics • Software
The Role
Early senior engineer who will define technical direction, own core full-stack platform architecture, build AI-powered multi-modal systems (voice, text, email), make infrastructure and tooling decisions, mentor engineers, and work directly with customers to ship solutions quickly.
Summary Generated by Built In
About

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 Trucking powers over 70% of the nation's freight, but the systems that move drivers into seats are slow, manual, and outdated.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.

What you'll do

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.

  • 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 we're looking for
  • 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.

Role Qualifications
  • 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

Why Join Now

You know how painful engineering recruiting is. Now imagine an industry where turnover exceeds 90% annually, compliance requirements are federally regulated, and most companies are still hiring through paper applications and phone tag. That's trucking. And it moves over 70% of the nation's freight.

We're building the software that fixes this. We're already proving it works, and we're just getting started. You'll join at the stage where your technical decisions become the foundation, where you help build the team around you, and where your work directly shapes the trajectory of the company.

Skills Required

  • 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 including LLMs, speech-to-text, and workflow orchestration
  • Track record of owning complex technical projects from design through production
  • Bachelor's degree in Computer Science or a related STEM field
  • Technical leadership and architectural guidance experience
  • Strong ownership mentality, product instinct, speed, judgment, and clear communication
  • Startup readiness and ability to work in ambiguous, fast-moving environments
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The Company
17 Employees
Year Founded: 2023

What We Do

Double Nickel is an AI-powered recruiting and compliance platform designed to help trucking companies hire qualified CDL drivers more efficiently. By automating sourcing, screening, and scheduling, the software reduces time-to-hire and cost-per-hire while ensuring regulatory compliance. Based in Brooklyn, New York, the company primarily serves small and mid-sized fleets to improve engagement and transparency in the logistics industry.

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