Staff AI Product Engineer

TruckSmarter

$130K — $180K *
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of experience in software development and shipping production software
  • Proven track record in leading large projects from concept to implementation
  • Expertise in architecting scalable systems with a focus on reliability and performance
  • Knowledge of LLMs, agent behavior, and evaluation frameworks
  • Ability to thrive in fast-paced environments with shifting priorities
  • Experience mentoring engineers and influencing without authority

Responsibilities

  • Partner with cross-functional teams to clarify and convey complex technical solutions
  • Own the end-to-end design and execution of significant features
  • Define the architecture for agentic AI systems that involves reasoning and self-evaluation
  • Integrate GenAI agents with traditional ML for hybrid workflows
  • Establish and uphold quality and performance standards for AI products
  • Make high-impact architectural decisions for long-term scalability and maintainability
  • Lead technical reviews and provide actionable feedback to enhance team output
  • Mentor peers and innovate on systems and tooling to improve efficiency
  • Experiment with emerging technologies to drive product advancements

Benefits

  • Collaborative office culture in downtown San Francisco
  • Opportunity to shape product strategy and engineering culture
  • Flexibility in a startup environment that encourages experimentation
  • Impactful work in the evolving field of AI and logistics
  • Ownership of projects from conception to launch
Full Job Description
The Role

This is a high-ownership, high-influence engineering role on a team of fewer than 15 engineers. You'll report to the Head of Engineering and work directly with our CEO on the most technically ambitious work we're doing.

With our small team, there's no bureaucracy between you and impact. You'll define how we architect and scale our core systems, mentor engineers who want to learn from you, and ship software that real truck drivers depend on every day.

For those currently at a larger organization, this role offers significantly increased scope, more challenging problems, and a direct influence on product strategy.

What You'll Do
  • Partner with product, design, and engineering to turn ambiguous problems into clear technical plans and scalable architectures
  • Own end-to-end design and delivery of complex, cross-cutting features across product, infrastructure, reliability, and AI-powered systems.
  • Define and evolve the architecture for core systems and AI platforms that are fast, resilient, and built to scale
  • Raise the bar for quality, observability, performance, and iteration
  • Make architectural decisions that influence how we build for years, balancing speed with long-term maintainability
  • Lead technical reviews and give high-leverage feedback through code reviews, design docs, and system-level guidance
  • Mentor and unblock engineers; help the team move faster by improving systems, tooling, and execution patterns
What We're Looking For
  • 8+ years building and shipping production software, including leading large projects end-to-end
  • A track record of architecting scalable systems and making principled tradeoffs across product, reliability, and velocity
  • Demonstrated ability to mentor engineers and influence without relying on org structure
  • Comfort navigating fast-moving environments with shifting priorities and imperfect information
Working Model

We work in-person 5 days a week at our downtown San Francisco office. We believe the best products get built when people are in the same room. Fast feedback loops, real collaboration, and a team that genuinely enjoys working together. If that's how you do your best work, you'll fit right in.

We Offer
  • Full health, dental and vision coverage
  • Daily catered lunch provided in-office, plus dinner covered for anyone working past 6:00pm
  • Commuter benefits
  • Flexible PTO
  • 401k
  • Commuter benefits


We'd love for you to join us on this journey and are excited to review your application!

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