
Fleetline
Optimizing fleet planning with data driven algorithms
What Fleetline does
Fleetline is building the first complete-context algorithmic load planner for mid to large-sized trucking fleets. Today’s dispatchers face an overwhelming task: balancing regulations, customer demands, live fleet data, and individual driver needs, all while coordinating across siloed tools and teams. Mistakes run rampant, and each mistake is thousands of dollars. Even the select fleets using algorithms that have fleet-wide context struggle: the outputs are rigid, hard to interpret, and are blind to real-world nuances like driver preferences and schedule exceptions. Fleetline solves this by combining advanced optimization with LLMs that can easily adapt algorithms to each fleet’s needs and capture driver-specific information. The result is smarter planning truly optimized for every fleet and its drivers.
2 open roles
What the role involves
Fleetline writes optimization algorithms for large trucking companies. After a recent spike in contracted customers, we’re expanding the team and hiring founding engineers. A bit about us ~$500k in contracted ARR within 3 months of launch, with a clear path to $1m in the next 6 months Founded by two best friends from high school Lean, welcoming, and highly aligned founding team; everyone is expected to care deeply about the vision and each other Backed by top investors including BoxGroup, Base10, Bloomberg Beta, and Y Combinator Trucking is a trillion-dollar industry where dispatchers make thousands of interdependent mathematical decisions every day. Why algorithm developers can be massively impactful in this industry should be self-evident. About the role Build and scale core optimization algorithms used directly in production Write optimization systems (e.g. MILPs, LPs, heuristics, etc.) Build and maintain data pipelines that operate at real production scale Move quickly from idea → implementation → customer usage Contribute to long-term product and technical direction Willingness to do whatever is needed technically, from deep algorithm work to integration and tooling Comfortable being forward-deployed: talking to customers, understanding constraints, and solving concrete problems In office in New York City is required. What we’re looking for Has experience writing optimization algorithms (MILPs, ML, DP, RL, stochastic models, heuristics, or similar) A generalist who can operate across the stack when needed Ships code fast and often; not a perfectionist Comfortable working in ambiguity with incomplete information Extremely hardworking when part of a strong, mission-aligned team Background may include top startups or big tech, ex-founder / founding engineer experience, or serious side projects that are shipped and live Comfortable with Python and TypeScript Pedigree is not important. We’re looking for people who are intelligent, gritty, curious, and very good at getting real systems into the world.
What the role involves
Fleetline writes optimization algorithms for large trucking companies; after a recent spike in contracted customers, we are now expanding the team and looking for founding engineers. A bit about us: $500k in contracted ARR after 3 months of launch (a realistic path to $1m over the next 6 months) Founded by two best friends from high school Lean, welcoming, and dedicated founding team — expectation for every person in the company is to genuinely care about the vision and each other Backed by a large seed round from top investors like BoxGroup, Base10, and more A bit about the role and ideal matches: Looking for generalists who are willing to do any task technically to push the team forward (from long-term product vision to integration work) Ideally comfortable with being forward deployed — ie, enjoy talking to clients and solving their specific problems Ships code fast and often; is not a perfectionist Is an extremely hard worker when they are in a strong team environment and working on a vision they care about Has experience at top start ups or big tech companies companies; or is an ex-founder/founding engineer; or someone who obsesses over side projects (deployed and live, ideally). Comfortable with Python/Typescript Pedigree is generally not important — just looking for people who are grinders, intelligent, and are good at shipping.
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Company facts compiled from public sources and last refreshed 9 September 2026. Details change; treat the company’s own site as the authority.