VP of Engineering

In This Role, You Can Expect To

• Serve as a core member of the technology leadership team, translating business goals into scalable engineering strategies and architectural plans
• Recruit, mentor, and lead a team of engineering directors and managers, fostering a culture of high performance, accountability, and innovation.
• Define and manage engineering budgets, headcount planning, and vendor strategy aligned with organizational goals
• Own delivery milestones, ensuring high-quality software is released on schedule, with effective scope management and risk mitigation practices
• Implement best practices in agile development, DevOps, observability, and incident response to improve operational health
• Define and monitor KPIs for engineering performance (e.g., delivery predictability, system uptime, deployment frequency), reporting regularly to the CTO and executive team
• Partner with leadership peers across departments to ensure engineering priorities align with customer needs, revenue goals, and market demands.
• Research industry trends to ensure PlayOn stays on top of and leverages emerging new technologies where needed

To Thrive In This Role, You Have

• 12+ years overall software development industry experience
• 5+ years in senior leadership, including managing managers
• Proven track record of delivering complex, scalable, cloud-native applications (AWS experience preferred)
• Deep experience with modern software development methodologies (e.g. agile, scrum, DevOps) and tools (e.g. GitHub, Jira, Terraform, Kubernetes)
• Exceptional leadership and communication skills, with experience working cross-functionally across product, design, sales, and support teams
• Demonstrated ability to manage distributed engineering teams and drive results in a high-growth, fast-paced environment
• Experience with containerization and familiarity with a broad set of technology stacks
• Strong business acumen, with experience defining and managing budgets, staffing models, and engineering metrics
• Education: BS in Computer Science or engineering. MS preferred

How You Play

• Ownership over Participation- You take responsibility for achieving holistic outcomes, prioritize key objectives, and adapt quickly when situations require a different approach. You follow through even against the toughest challenges.


• Team over Stars- You are a bridge builder, establishing processes and relationships with teams outside your own. You work to rally around common goals, find win-win solutions, compromise when necessary, and help others succeed.


• Growth over Comfort- You are driven by a desire to grow and actively seek opportunities to expand your comfort zone, skills, and confidence. You embrace new challenges with curiosity, accepting discomfort and failure as opportunities to learn.


• Fairness over Popularity- You approach decisions with a scientist’s mindset, challenging your assumptions and remaining objective. You consider long-term impact rather than relying on short-term gains, proactively seek others’ perspectives, and manage emotions in decision-making.