Head of Engineering

Get AI-powered advice on this job and more exclusive features. Join as the founding engineeringleaderto build cutting-edge AI systems and data infrastructure that power intelligent freight insights at scale. You'll architect machine learning pipelines and predictive models that define the technical foundation of a company targeting $125M ARR in 5 years. AI/ML Systems Architect next-generation AI systems with advanced predictive models for shipper behavior, intelligent targeting, and automated deal scoring Data Infrastructure Process millions of shipment records across 500K+ companies at scale Product Platform Serve 20,000+ potential freight broker customers with a scalable platform Strategic Integrations Build integrations with major TMS systems and strategic partners What We're Looking ForProduct & Startup Mindset Comfort with ambiguity; builds MVPs quickly Strong product intuition — able to turn data and ideas into customer-facing insights Experience in early-stage startups ready for scale Pragmatic, fast, iterative, and relentlessly resourceful Curious and has the ability to learn on the job to use the right tool for the job Backend / Full StackCan design and build APIsCan build UI and application including dashboards and actionable features Experience with Python or MVC frameworks Understands distributed systems, event-driven workflows, caching, and logging Strong with SQL, Postgres Ability to design and build data pipelines for messy real-world data Hands‑on experience building LLM‑powered workflows (agents, multi‑step reasoning, tool use) Strong with prompt engineering, structured outputs (JSON), fallbacks, guardrails Recruiting & Leadership Ability to recruit and close awesome engineers on Day 1Proven track record of attracting top‑tier technical talent in competitive markets Experience building and mentoring high‑performing, distributed engineering teams Strong personal network of engineers to tap into immediately Experience managing engineering budgets and resource allocation Seniority level Director Employment type Full‑time Job function Engineering and Information Technology Industries Transportation, Logistics, Supply Chain and Storage Referrals increase your chances of interviewing at Optimus by 2xGet notified about new Head of Engineering jobs inAustin, Texas Metropolitan Area .