Hybrid Senior Vice President of Engineering

at Jet Support Services, Inc. (JSSI)

• Job title: Senior Vice President of Engineering
• Job type: Full Time
• Experience level: Senior
• Salary: $250,000 - $275,000 per year
• Degree requirement: No Education Requirement
• Tech skills: Cloud, Distributed Systems
• Location requirements: Hybrid, Chicago, United States

About the role

• Lead the global engineering organization at JSSI, delivering high-quality products while establishing a strong tech foundation. Responsible for software development, architecture, platform, and quality assurance.

Responsibilities

• Own end-to-end engineering execution across development, architecture, platform, and QA
• Ensure consistent delivery of high-quality software that meets scope, timeline, and budget commitments
• Establish clear engineering goals, metrics, and accountability across teams
• Drive predictable, scalable delivery through strong planning, estimation, and execution practices
• Manage vendor selection and delivery when appropriate
• Set and uphold engineering standards, best practices, and development methodologies
• Ensure a strong, secure, scalable, and maintainable technology foundation
• Provide architectural oversight and technical leadership across systems and platforms
• Guide technology choices and leverage modern, leading-edge technologies where they create real business value
• Evaluate, adopt, and integrate AI and machine learning technologies where they create meaningful product differentiation or operational efficiency
• Balance innovation with pragmatism and operational stability
• Define and own the company’s AI strategy, aligned with business objectives, product roadmap, and long-term technology vision
• Identify, prioritize, and oversee AI use cases across product development, engineering operations, and internal business functions
• Lead the adoption of AI tools and platforms to improve engineering velocity, software quality, and overall technology productivity
• Establish standards and governance for responsible AI use, including security, privacy, compliance, and ethical considerations
• Partner with Product, Data, and Business leaders to translate AI capabilities into measurable business outcomes
• Ensure quality is built into the development lifecycle through strong QA, automation, and testing practices
• Drive high standards for reliability, performance, security, and operational excellence
• Lead, mentor, and scale a large, diverse global engineering organization
• Attract, hire, develop, and retain top engineering talent at all levels
• Build a strong engineering culture centered on ownership, accountability, collaboration, and continuous learning
• Foster an AI-literate engineering culture through training, enablement, and best practices that enhance—not replace—human judgment and creativity
• Develop future engineering leaders and succession plans
• Partner closely with Product, Experience, and other business leaders to align engineering execution with product vision and business goals
• Translate product strategy into clear technical plans and delivery roadmaps
• Communicate clearly and effectively with executive leadership and stakeholders

Requirements

• 15+ years of experience in software engineering, with significant experience leading large engineering organizations
• Proven track record of delivering complex software products at scale, on time, on budget, and with high quality
• Deep technical background with the ability to engage in architecture, design, and technical decision-making
• Strong experience establishing engineering standards, best practices, and scalable development processes
• Demonstrated success hiring, developing, and retaining high-performing engineering teams including offshore
• Experience operating in fast-paced, high-growth environments
• Excellent leadership, communication, and stakeholder management skills
• Experience modernizing platforms or building large-scale distributed systems
• Background in cloud-native architectures, modern development stacks, and DevOps practices (we’re a Microsoft shop)
• Experience working closely with product-led organizations
• Prior experience as VP or SVP of Engineering or equivalent leadership role

Benefits

• insurance offerings such as medical, dental, vision, retirement savings programs, among others, starting day one of employment
• annual discretionary bonus plan
• incentive or sales bonus plan
• other forms of additional compensation