Staff Software Engineer, AI Products

About TruckSmarter

Logistics is one of the single largest industries in the world. Globally logistics is an $8$12 trillion dollar industry and in the US alone $2 trillion representing 10% of GDP. A single percent of improvement drives profound change to every corner of the worldfrom the cost of goods to the livelihoods of local communities to even the impact on our environment.

To reshape the industry at TruckSmarter our focus is first on truck drivers. Trucks move 71% of freight in America ($900bn annually) & the trucking industry represents nearly 6% of the full-time jobs in the country. Every item you see has sat on a truck at one point on its journey to you. Yet despite the industrys enormous scale and importance it remains deeply fragmented and structurally misaligned.

Our mission is to fix thatand we need your help.

The Role

Were looking for a Staff Software Engineer to help help define and build the next generation of TruckSmarters AI-native products. This is a high-impact high-ownership role for an engineer who can lead through architecture execution and influenceshipping end-to-end while shaping the technical direction and leveling up the team.

Youll build systems that are secure scalable and low-latency and youll help set the standards for how we design deploy and improve agentic AI products in production.

In this role you will:

• Partner with product design and engineering to turn ambiguous problems into clear technical plans and scalable architectures.

• Own the end-to-end design and delivery of complex cross-cutting features (product infrastructure reliability).

• Define and evolve the architecture for agentic AI systems (text voice) that can reason take actions and self-evaluate.

• Build and integrate GenAI agents with traditional ML systems to power hybrid intelligent workflows.

• Establish and raise the bar for quality observability and performance across our products and AI model behavior (monitoring evaluation pipelines iteration loops).

• Make crucial architectural decisions that will influence feature development for yearsbalancing speed with long-term maintainability.

• Lead technical reviews and provide high-leverage feedback through code reviews design docs and system-level guidance.

• Mentor and unblock other engineers; help the team move faster by improving systems tooling and execution patterns.

• Continuously experiment with new technologies and frameworksintroducing them when they create durable product advantage.

You should be comfortable navigating the uncertainties of a startup environment be flexible to shifting priorities and be driven by hard technical and product problems.

What Excites You

• Working directly with users to deeply understand problems and ship pragmatic solutions.

• End-to-end ownership: idea architecture implementation launch iteration.

• Building real-world products using agentic AI architectures not demos.

• Solving messy problems with systems thinkingsimplifying without losing extensibility.

• A collaborative startup environment where you can drive strategy and execution.

• Playing a meaningful role in cultivating engineering culture and technical standards.

• Work cross-functionally with the team to shape product strategy.

What Excites Us

• 8 years of industry experience building and shipping production software (or equivalent depth of impact) including leading large projects end-to-end.

• Drivers not passengers

• A track record of architecting scalable systems and making principled tradeoffs across product reliability and velocity.

• Informed opinions about LLMs agent behavior and evaluationand the rigor to validate them in production.

• Experience thriving in fast-moving environments with shifting priorities and imperfect information.

• Demonstrated ability to mentor engineers and influence without relying on org structure.

What Success Looks Like

• Craft You build high-quality reliable software that delights end users.

• Ownership You drive high-impact initiatives to production and iterate based on outcomes.

• Leadership You raise the bar for the team through mentorship architectural clarity and technical standards.

Working Model: TruckSmarter offers an in-office collaborative culture. This role is based in our downtown San Francisco office.

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

Required Experience:

Staff IC