Head of Engineering Delivery

BoyleSports is seeking a Head of Engineering Delivery to serve as a dedicated leader focused on the coordination and execution of work across its engineering organisation. This role acts as the single point of accountability for transforming the product roadmap and architectural vision into predictable, well-sequenced delivery. The successful candidate will work closely with product, architecture, and technology leadership to manage squad workflows, remove dependencies, and ensure that both new feature development and operational demands are handled effectively.

This position is primarily a delivery and people-coordination role rather than an architecture-focused one. BoyleSports requires a leader with sufficient technical depth to engage with senior engineers and make informed trade-off decisions while maintaining a core focus on agile execution, stakeholder alignment, and the consistent shipment of high-quality software.

• Translate the product roadmap and architectural direction into realistic, sequenced delivery plans with credible dates that account for proper agile process, build and testing to company standards.
• Coordinate the work of our domain squads and strong Tech Leads, owning cross-team dependencies, capacity planning and prioritisation so that the right things are worked on in the right order.
• Coordinate delivery across our Dundalk base and our Serbia technology hub, keeping teams in both locations aligned, well-utilised and productive as the Serbia hub continues to grow.
• Drive disciplined use of Azure DevOps so that all work is traceable to registered work items, with clear status visibility from initiative through to deployment, in line with our SDLC.
• Balance feature delivery against operational demand – hotfixes, defects, incidents and support escalations – establishing a clear, fair process for triaging and absorbing unplanned work.
• Work in lockstep with the Director of Product on roadmap alignment, scope, trade-offs and sequencing, acting as the delivery counterpart to the product function.
• Partner with support and operations teams to coordinate the response to production issues and hotfixes, ensuring engineering effort is allocated quickly and transparently.
• Collaborate with the senior architecture leadership and the Solution Architect to ensure delivery plans respect the target architecture and the balance between tactical change and long-term strategic goals, minimising technical debt.
• Engage commercial and operational stakeholders and the PMO on transformation initiatives, reporting clearly on progress, risk and dependencies.
• Oversee delivery of the back-end modernisation programme: the move to microservices and event-driven architecture (e.g. Kafka rollout), monolith decomposition into transactional and archival components, AWS cloud migration, and the planned exit from the Oracle database.
• Oversee delivery of the front-end unification programme: consolidating the twelve fragmented applications into a single app-shell and micro-frontend model, the .NET MVC to React/Material UI migration, the move to SPA/PWA, and adoption of a headless multitenant CMS.
• Drive the shift from manual to automated, integrated quality assurance and the closing of the engineering capability gaps identified in our strategy (architecture, modern front-end patterns, DevOps automation, cloud-native and quality engineering).
• Sequence transformation work alongside business-as-usual feature delivery so that modernisation progresses without stalling the roadmap.
• Champion and continuously improve agile delivery practices (Scrum, Kanban) and a DevOps culture across squads, breaking down silos and improving flow.
• Reinforce our Definition of Done, mandatory code review and shift-left, integrated QA so that quality is owned within teams rather than bolted on at the end.
• Embed our integration and delivery model across squads – trunk-based commit to mainline, self-testing builds, quality gates and SAST, feature toggles, build-binaries-once, and Azure DevOps as the controlled pipeline manager – so releases are fast, repeatable and reliable.
• Ensure delivery respects the regulatory and security obligations of a UK and Ireland gambling operator (e.g. PCI, GDPR and gambling regulations), coordinating compliance-affecting work with the relevant teams.
• Monitor and report on delivery health – on-time delivery, lead time, throughput, downtime/incident reduction, productivity and technical-debt trends – and use these to drive improvement.
• Support Tech Leads and engineers through clear expectations, coordination and unblocking, contributing to a balanced, domain-centric team model and a culture of continuous learning.

• 10+ years in delivery management or engineering leadership, ideally in fast-paced, regulated industries such as gaming, fintech or sports betting (required).
• Proven track record coordinating large development organisations (100+ engineers across multiple teams) and breaking down organisational silos (required).
• Demonstrable experience delivering large-scale transformation – monolith-to-microservices, event-driven systems (e.g. Kafka), cloud migration (e.g. AWS) and UI modernisation (e.g. React) (required).
• Deep expertise in agile methodologies (Scrum, Kanban) and DevOps practices, and in tooling such as Azure DevOps for end-to-end work tracking (required).
• Excellent stakeholder management and communication skills, with the ability to align engineering with product, support, commercial and operational goals (required).
• Experience coordinating distributed delivery across multiple engineering hubs, ideally in a regulated environment with obligations such as PCI and GDPR (required).
• Strong enough technical grounding (across stacks such as .NET, Oracle, React, micro-frontends and modern CI/CD) to make credible trade-off decisions – without needing to be the deep technical authority (required).
• A track record of balancing tactical delivery against strategic goals, reducing technical debt and delivering measurable improvements in productivity and quality (required).
• Bachelor’s degree in Computer Science, Engineering or a related field (preferred).
• Certifications such as PMP, AWS or Agile/Scrum (nice-to-have).
• Experience coordinating delivery across multiple engineering locations or hubs (preferred).
• Familiarity with domain-driven organisation and team topologies (nice-to-have).

BOYLE Sports is an international sports betting and gaming company, with an extensive online business and retail portfolio. Founded by John Boyle in 1982, the Irish family-owned firm has grown to become Ireland’s largest and most successful independently-owned bookmaker and has over 390 shops across Ireland and the UK.     Its Head Office is located on the outskirts of Dundalk in the Republic of Ireland and the company currently employs over 2,700 employees across Ireland, the UK and Gibraltar.    BOYLE Sports offers a world class betting and gaming experience with a ‘Customer First’ approach, committed to bringing customers closer to the action. Its mission is boosted by a rich sponsorship portfolio – the company is a proud principal sponsor of West Ham United Football Club and it stays at the heart of the action all year round by backing some of sport’s most prestigious events, including the Irish Grand National, the Irish Greyhound Derby and the World Grand Prix of Darts.

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