Vice President, Software Engineer

OneRailOrlando, FL
$205,000 - $256,000Hybrid

About The Position

As the Vice President of Engineering, you will lead a team of talented developers working together to transform final mile logistics and supply chain operations. This role will act as a key leader within the organization to help drive our development team. Success in this position comes from a highly collaborative approach with deep knowledge of software and development scale. The VP of Engineering reports directly to the Chief Technology Officer (CTO).

Requirements

  • 10+ years proven and decisive senior leadership experience in full-lifecycle software development, build and operations of complex systems
  • At least 10 years of total software development contributor experience
  • Experience leading and motivating high-caliber technical specialists and leaders
  • Background of full engineering leadership responsibilities, a demonstrated track record of successful business results and deep engineering development skills, with a strong customer focus
  • Proven understanding of business principles and how engineering decisions impact financial performance
  • Drive data-supported decisions with a sense of urgency and possess the ability to instill that in others
  • Passion for growing talent and identifying and rewarding impactful leaders.
  • You have personally led the development and organizational changes required to scale both technology and team
  • Strong knowledge of MySQL, Redis, and NoSQL systems and where to apply them
  • Experience working within a hyper-growth or scaling tech start-up

Responsibilities

  • Partner with the CTO to create and implement a technology vision
  • Partner with Chief Software Architect to identify scalability bottlenecks of our software, design future state architecture, and execute on plans
  • Partner with client relationship managers, executives, and project managers to ensure that customer maintenance, project development, and new customer implementation needs are aligned with team-resources and priorities.
  • Own the rollout, adoption, and continuous evolution of OneRail's AI-augmented software development lifecycle — including agent-assisted coding, code review, PR readiness, and cross-pod coordination tooling — ensuring engineers across all pods are equipped, trained, and accountable for using these capabilities effectively
  • Define and operationalize the metrics that measure AI-augmented delivery outcomes (e.g., throughput, change failure rate, review cycle time, agent-assisted PR quality, and developer leverage), and use those measurements to drive iteration on tooling, process, and pod-level practices
  • Partner with the CTO and Release & Risk pod to evolve quality gates, governance, and guardrails as AI tooling expands across the SDLC, ensuring velocity gains do not come at the expense of reliability, security, or auditability
  • Act as supervisor to all technical leads, who support our product delivery teams
  • Recruit and retain top-tier product delivery talent
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