Principal Release Train Engineer (Global)

CINC Systems is the leading provider of accounting and management software for the community association management industry. The Principal Release Train Engineer is a senior technical leader responsible for designing and guiding the operating system of CINC Engineering, transforming the release process to a continuous flow of value from idea to customer.

Responsibilities:

• Lead the transformation of CINC’s release and delivery process from stage-gated to continuous flow, guided by Lean, DevOps, and flow principles
• Coach engineering, product, and leadership teams on modern delivery practices including trunk-based development, small batch flow, test automation, and continuous delivery
• Design and maintain the system of work for flow of value: visual management, cadence of planning, and alignment of product and platform initiatives
• Define and measure delivery performance using DORA and flow metrics (deployment frequency, lead time, change failure rate, mean time to recovery, WIP, and flow efficiency)
• Facilitate release planning and readiness reviews with a focus on improving the process, not just tracking the calendar
• Partner with Platform & DevEx and Architecture teams to automate quality and compliance signals so approval becomes a function of system health, not meetings
• Identify and address organizational bottlenecks using data, experimentation, and structured decision making
• Work with Product and Engineering leaders to balance demand, capacity, and dependencies across the portfolio
• Establish a culture of continuous improvement through retrospectives, postmortems, and system-level reflection
• Ensure visibility and transparency of work in progress, risks, and dependencies through modern VSM tooling and dashboards
• Coach teams in conflict resolution, encouraging constructive debate while maintaining respect, clarity, and shared accountability
• Collaborate with the CTO and VP of Platform & DevEx to evolve governance models and delivery practices that align with the speed and safety goals of the organization

Requirements:

• 10+ years in software delivery or engineering leadership roles, including 5+ years coaching and leading delivery transformation across organizations of 100 or more people
• Proven experience leading or transforming release processes toward continuous delivery in complex, multi-team software environments
• Strong technical understanding of modern software engineering practices, including CI/CD pipelines, trunk-based development, automation, and DevOps principles
• Deep familiarity with Lean flow concepts, constraints theory, and systems thinking
• Experience using and interpreting delivery data (DORA, flow metrics, SLOs) to drive improvement and alignment
• Background working with cloud-native and service-oriented architectures is a plus
• Comfortable working across diverse technologies, from monoliths to microservices, with a focus on flow rather than specific tools
• Experience with SQL Server or other enterprise database systems is advantageous
• Highly disciplined thinker with the ability to analyze complex systems and simplify them into actionable patterns
• Exceptional facilitator who can engage diplomatically but assertively across conflicting priorities
• Skilled in using data and structured reasoning to resolve disputes and make progress without authority
• Experienced in balancing the needs of speed, safety, and quality through continuous learning loops
• Excellent communicator who can influence Principal leaders and inspire technical teams
• Deeply collaborative, grounded in humility and respect for others' expertise
• Pragmatic and outcome-focused, avoiding bureaucracy while maintaining rigor
• Thinks in systems and constraints, always seeking leverage points that improve flow and learning
• Believes in data over opinion and experiments over directives
• Embraces conflict as a path to clarity when handled respectfully and transparently
• Views process as a tool for alignment and improvement, not control
• Embodies the principles of flow, feedback, and continuous learning
• Leads with empathy, clarity, and technical credibility