Director of Technology Product Delivery

Job Type:Permanent Build a brilliant future with Hiscox Director of Technology Product Delivery

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.

Primary Responsibilities:

1. Product Delivery and Organizational Transformation:

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.
2. Delivery Intelligence and Continuous Improvement:

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.
3. Technology Investment and Agile Cost Tracking:

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.

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