Department: TechOps
Reports to: CTO
Location: (Remote, Hybrid or On-Site)
FLSA Status: Exempt (Salary)
OverviewAs 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).
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
Qualifications- 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
Work Location (Remote,Hybrid or On-Site)On-Site Roles: This position is based at OneRail's headquarters in Orlando, FL (ZIP 32819). While on-site presence may be required, remote candidates will be considered, with preference given to those located in the Central Florida area.
CompensationBand 12: Min: $205,000 Q2: $231,389 Mid: $256,000 Q4: $282,000
Company target base salary: $205,000-$256,000
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