SoftwareEngineer(Generalist)

About Us: Outpost is building the backbone of freight. We’re reinventing how supply chain infrastructure works in America with carrier agnostic truck terminals. As a vertically integrated real estate, operations, and technology company, we acquire and operate mission-critical real estate across the country to serve the largest logistics providers in the world. Backed by $1B from Greenpoint Partners, we’re scaling and building the most valuable logistics network in the country. We thrive on accountability, integrity, and a shared drive to raise the bar. If you’re excited to reshape the industry alongside a high-performance team with a championship mindset that executes relentlessly, welcome aboard. Role Summary: We’re growing and looking for a Software Engineer who can own features end-to-end — across the full stack, from database to UI — and who are excited to build and improve the internal AI tooling that makes our team faster. This is a generalist role with a genuine opportunity to work on agentic systems and AI-assisted workflows, not a niche ML position. We're a small team competing against much larger ones, and we expect engineers to use AI tools aggressively — LLMs for code generation, debugging, documentation, and ideation. We don't care how much of the code an AI wrote. We care that you ship fast, that you understand everything you ship, and that it works. If you're not already using Cursor, Copilot, Claude, or similar tools as a core part of your workflow, this probably isn't the right fit. Project Details: - Ship complete, production-ready features end-to-end: backend APIs, frontend UI, database schema, and tests. - Build and improve internal AI-powered developer tools — things like automated bug triage, code generation assistants, and agentic workflows that help the team move faster. - Integrate LLM APIs and agentic patterns (tool use, multi-step reasoning, prompt pipelines) into product features and internal systems. - Own and improve CI/CD pipelines, de