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Hiscox seeks a Director of Technology Product Delivery to lead the delivery system supporting our US business. This senior leader will drive empowered, product-centric teams and oversee core initiatives such as platform modernization, API standardization, and cloud migration, aligning strategy, investment, and execution across multiple functions.
The role emphasizes transforming from project-driven delivery to product-led delivery, managing a team of Agile Delivery Leads and analysts, and
Job Type: Permanent
About the Role: Hiscox is seeking a Director of Product Delivery to lead the delivery system supporting our US business. This senior leader will manage and develop direct reports while creating the conditions for durable, cross-functional product teams to solve meaningful customer and business problems safely, quickly and sustainably.
The role will lead our transition from project-oriented delivery toward empowered, product-centric teams while coordinating enterprise initiatives that span value streams, including core-system replacement, cloud migration, standardized APIs, platform modernization and Group priorities. The Director will connect strategy, investment, capacity and execution across Product, Engineering, Quality Engineering, Architecture, Data, Cloud, Cybersecurity, Finance, business functions and strategic partners.
Lead the transformation toward empowered product teams, giving teams clear outcomes, strategic context, decision boundaries and accountability for customer and business results.
Own the integrated delivery view across value-stream roadmaps, enterprise programs, modernization initiatives, regulatory commitments and Group imperatives.
Create transparent mechanisms to resolve conflicts between local product priorities and broader organizational needs, including explicit decisions on funding, capacity, sequencing and trade-offs.
Coordinate complex initiatives across teams, platforms, business units and vendors, ensuring clear outcomes, sponsorship, ownership, dependencies, decision paths and measures of success.
Maintain a strong network of strategic relationships across the organization to anticipate change, surface dependencies, resolve constraints and connect teams with the right expertise.
Manage, coach and develop direct reports, primarily Agile Delivery Leads and Technical Business Analysts; set clear expectations, provide regular feedback, support performance and career development, and shape team topology, workforce plans, sourcing strategy and delivery capability.
Own the delivery measurement system and use Jira as the primary source for transparent, repeatable and actionable delivery insight.
Monitor committed versus completed work, capacity and over-allocation, backlog depth and readiness, carryover, cycle time, throughput, work in progress, aging work and rework trends.
Use industry-standard delivery platforms, such as Jira, to analyze delivery metrics through reporting, dashboards, filters and other data-analysis capabilities, ensuring definitions and reporting are consistent across teams.
Diagnose systemic constraints, unreliable data, workflow friction and recurring delivery failure patterns, then lead corrective action with accountable Product, Engineering, Quality and Delivery leaders.
Establish a regular operating cadence for reviewing delivery health, forecast confidence, capacity, risks and improvement actions with teams and senior leaders.
Improve end-to-end flow across discovery, design, engineering, quality, security, release and adoption through smaller increments, earlier feedback and proportionate governance.
Own the Agile Cost Tracking methodology end to end, providing a transparent and defensible view of technology investment by team, initiative and work category.
Maintain the methodology for team and sprint cost rates, initiative classification, Run/Grow/Transform categorization, capitalizable versus expense treatment, delivery or go-live dates and required Jira metadata.
Partner with Finance, Accounting and Audit to define rules, validate assumptions, reconcile outputs and maintain evidence that supports financial reporting and auditability.
Ensure initiative lists, cost rates, allocation logic and capitalization rules remain current, consistently applied and supported by appropriate controls and data-quality checks.
Connect delivery cost to outcomes, capacity and realized value so value-stream owners and executives can make informed investment and prioritization decisions.
Own portfolio-level demand, capacity, budget, vendor expenditure, forecasts and value-realization reporting within the role's scope.
Strengthen continuous discovery and iterative delivery through customer insight, operational expertise, experimentation, prototypes, telemetry and early exposure of working software.
Lead responsible adoption of AI-assisted and agentic technologies across the SDLC, including discovery, specification, engineering, code review, testing, security, documentation and release.
Build capability in problem framing, context engineering, specification-driven development, agent orchestration, evaluation and human oversight.
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