Head of Engineering jobs in United States
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Optimus · 3 weeks ago

Head of Engineering

Optimus is seeking a founding engineering leader to build cutting-edge AI systems and data infrastructure for intelligent freight insights. The role involves architecting machine learning pipelines and predictive models while managing a scalable platform for freight broker customers.

Transportation/Trucking/Railroad
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H1B Sponsor Likelynote

Responsibilities

Architect next-generation AI systems with advanced predictive models for shipper behavior, intelligent targeting, and automated deal scoring
Process millions of shipment records across 500K+ companies at scale
Serve 20,000+ potential freight broker customers with a scalable platform
Build integrations with major TMS systems and strategic partners
Ability to recruit and close awesome engineers on Day 1
Proven 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

Qualification

AI/ML SystemsData EngineeringBackend / Full StackAI / Machine Learning / LLMsProduct & Startup MindsetProduct intuitionRecruiting & LeadershipComfort with ambiguityCuriousLearns on the jobProven track record of attracting talentExperience managing budgets

Required

Architect next-generation AI systems with advanced predictive models for shipper behavior, intelligent targeting, and automated deal scoring
Process millions of shipment records across 500K+ companies at scale
Serve 20,000+ potential freight broker customers with a scalable platform
Build integrations with major TMS systems and strategic partners
Product & 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
Can design and build APIs
Can 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
Geospatial/Location Tracking data processing
Hands-on experience building LLM-powered workflows (agents, multi-step reasoning, tool use)
Strong with prompt engineering, structured outputs (JSON), fallbacks, guardrails
Has built ML systems in production (evaluation sets, drift detection, retraining)
Ability to recruit and close awesome engineers on Day 1
Proven 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

Company

Optimus

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Unlike generic sales tools, Optimus provides shipper-specific data including lanes, volumes, commodities, and key contacts—giving you the edge to close more deals.

H1B Sponsorship

Optimus has a track record of offering H1B sponsorships. Please note that this does not guarantee sponsorship for this specific role. Below presents additional info for your reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (19)
2024 (4)
2022 (2)

Funding

Current Stage
Early Stage
Company data provided by crunchbase