VP, Technology

This is a fully remote position, open to applicants in United States.

📋 Description

• Collaborate with the CTO to implement the modernization strategy and transition legacy on-premises and multi-cloud systems to GCP.

• Define the target-state architecture encompassing shared platforms, reusable core services, and domain-specific applications.

• Direct the development of event-driven and microservices architecture utilizing domain-driven design, canonical event models, status taxonomies, and versioned API and event contracts.

• Oversee technical decisions through Architecture Decision Records (ADRs), reference architectures, standards, and involvement in design and code reviews.

• Design systems for peak-volume scalability, resilience, observability, distributed tracing, fault isolation, and graceful degradation.

• Establish accountability for production health, incident response, root-cause analysis, and readiness for peak seasons.

• Create contemporary delivery practices utilizing automated testing, Infrastructure as Code, trunk-based development, progressive delivery, and consistent environments.

• Integrate shift-left quality practices and leverage DORA and flow metrics for ongoing improvement.

• Implement AI-assisted, specification-driven development throughout the software development lifecycle with safeguards for AI-generated code.

• Champion the AI center of excellence and agent platform, incorporating Model Context Protocol servers and reusable agents.

• Build stable, product-led teams across platform, core, and domain services.

• Recruit and nurture leaders, architects, and engineers across both US and global teams; allocate resources among run, improve, modernize, and explore initiatives.

• Manage engineering budgets, resource planning, cloud and AI expenditures, and vendor relationships.

• Assess investments based on business value, total cost of ownership, risk factors, and feasibility.

• Hold partners accountable for delivery, quality, cost, and service commitments.

• Deliver a business-aligned modernization roadmap, enhance DORA metrics, and sustain reliable performance during peak seasons.

⛳️ Requirements

• Over 15 years of progressive experience in software engineering and technology leadership, including managing multiple engineering teams and leaders in a complex, high-volume enterprise.

• Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience.

• Experience in parcel, last-mile delivery, transportation, logistics, e-commerce, or a similar high-volume industry with seasonal demand fluctuations.

• Strong hands-on architectural experience in designing and delivering large-scale distributed systems.

• Proficiency in event-driven and microservices architecture, including domain-driven design, Kafka or Pub/Sub, event sourcing, CQRS, sagas, API management, and monolith decomposition.

• Demonstrated experience in leading AI-driven and specification-driven software development, including AI coding agents, contract-first APIs and events, quality guardrails, and impact measurement.

• Extensive expertise in CI/CD, automated testing, Infrastructure as Code, release management, DevOps, and SRE practices.

• Strong knowledge of generative AI, RAG, AI agents, Model Context Protocol, and model evaluation.

• Experience in modernizing legacy environments and migrating on-premises systems to cloud-native platforms, preferably GCP.

• Proven capability to develop leaders, enhance engineering performance, and spearhead organizational change.

• Familiarity with technologies supporting sortation, scanning, tracking, routing, transportation operations, and customer visibility is preferred.

• Experience with GKE, Cloud Run, Pub/Sub, BigQuery, Vertex AI, and Apigee is preferred.

• Experience in establishing an AI center of excellence, internal developer platform, or platform engineering function is preferred.

• Responsible for understanding and adhering to OnTrac’s Acceptable Use policy and security guidelines.

🏝️ Benefits

• Medical, dental, and vision insurance.

• Life and short- and long-term disability coverage.

• 401(k) retirement savings plan with company match.

• Flexible vacation in states other than CA, CO, IL, MA, MT, and NE, with accruals up to 96 hours for the first year of employment, increasing to 160 hours based on tenure.

• Two (2) floating holidays each year.

• Paid sick leave.

• Six (6) paid company holidays.

• Two (2) weeks of paid pregnancy disability leave.

• Four (4) weeks of paid parental bonding leave.

• Additional wellness and employee assistance programs.

• Bonus, commission, or other incentive compensation in accordance with the applicable plan, with a maximum Bonus Target of 35%.