At a Glance
- Tasks: Lead digital delivery, ensuring high-quality outcomes and driving team performance.
- Company: Join Pikl, a growing tech company revolutionising digital marketplaces.
- Benefits: Flexible working, 28 days holiday, training opportunities, and vibrant social events.
- Other info: Immediate start available; great career growth potential in a supportive culture.
- Why this job: Be at the forefront of technology, making a real impact in a dynamic environment.
- Qualifications: Experience in delivery management, Agile practices, and stakeholder engagement.
The predicted salary is between 70000 - 90000 £ per year.
We’re seeking a Head of Digital Delivery to join Pikl at a pivotal stage of growth. Reporting to the CTO, the Head of Digital Delivery is responsible for translating strategy into execution, ensuring that our product and engineering teams consistently deliver high-quality outcomes at pace. While the CTO defines direction, architecture, and long-term vision, you will own the operational engine that brings that vision to life. You will lead a high-performing product and engineering function, driving clarity, accountability, and predictable delivery across the roadmap. This role combines delivery excellence, team leadership, and commercial alignment. You will play a key part in scaling our technology capability, embedding modern delivery practices, and ensuring that technology is a true driver of business performance.
Delivery Leadership & Execution
- Own end-to-end delivery of the technology roadmap, turning strategic priorities into clear plans, milestones, and measurable outcomes.
- Establish and run a high-performance delivery operating cadence (including 4DX principles: Ensure predictable, high-quality delivery with continuous improvement in speed, reliability, and output).
- Act as the primary escalation point for delivery risks, dependencies, and cross-functional trade-offs.
- Lead, develop, and scale the product and engineering organisation, including product managers, engineering managers, and delivery leads.
- Build a high-performance culture focused on ownership, accountability, collaboration, and continuous improvement.
Standards, Quality & Technical Excellence
- Establish and uphold best practices across SDLC, code quality, testing, observability, and incident management.
- Drive the adoption of modern development practices (Agile, DevOps, CI/CD) and tooling.
- Champion the effective use of AI-assisted development tools to improve productivity, quality, and team output.
Performance & Commercial Alignment
- Define and track key delivery and engineering metrics, including throughput, velocity, defect rates, lead time, and team health.
- Ensure delivery priorities are tightly aligned to business and commercial outcomes.
- Work closely with stakeholders across underwriting, claims, distribution, operations, and finance to balance speed, cost, and value.
Governance, Risk & Compliance
- Ensure technology delivery meets all regulatory, compliance, and security requirements within the insurance sector.
- Embed robust governance and risk management practices across delivery.
- Provide clear, data-driven visibility of delivery performance, risks, and progress.
Hands-on experience implementing modern SDLC practices (Agile, DevOps, CI/CD) and product management frameworks. Demonstrated experience integrating AI tools (e.g. Copilot, Cursor, Claude Code) to enhance development productivity and quality. Excellent stakeholder management skills, with the ability to balance technical, commercial, and operational priorities. Experience working in regulated environments and ensuring compliance within technology delivery.
We're moving quickly and are particularly keen to speak to candidates that can join immediately or on short notice - either on a contract or permanent basis. Pikl is on a mission to enable the growth of digital marketplaces, starting with vacation rentals. We design and deliver insurance-enabled solutions that help platforms, property managers and owners unlock new revenue and deliver better customer experiences. Founded in 2016, we began by protecting individual hosts and homeowners with specialist holiday-let cover. With offices in Norwich and London, and plans for international expansion, we work with some of the most recognised brands in travel as well as major insurance aggregators.
At Pikl, our values are the foundation on which our success is built. We put people first, building relationships rooted in empathy and trust. We unlock growth opportunities for our customers and each other yet make it our personal responsibility to own actions and see them through. Flexible working conditions, access to an incredible in-person working space ~ Annual holiday entitlement of 28 days plus bank holidays ~ Training and development opportunities ~ Social events.
Locations
Head of Delivery Management in Norfolk, Norwich employer: Pikl
Pikl is an exceptional employer that prioritises employee growth and well-being, offering a flexible working environment in the vibrant city of Norwich. With a strong focus on collaboration and continuous improvement, employees benefit from comprehensive training opportunities, a generous holiday allowance, and a culture that values empathy and trust. Join us at this pivotal stage of growth, where you can make a meaningful impact while being part of a high-performing team dedicated to delivering innovative solutions in the digital marketplace.
StudySmarter Expert Advice🤫
We think this is how you could land Head of Delivery Management in Norfolk, Norwich
✨Tip Number 1
Network like a pro! Reach out to your connections in the industry, attend relevant meetups, and engage with professionals on LinkedIn. You never know who might have the inside scoop on job openings or can put in a good word for you.
✨Tip Number 2
Prepare for interviews by researching the company and its culture. Understand their products and services, especially how they align with your skills in delivery management. Tailor your responses to show how you can drive their technology roadmap forward.
✨Tip Number 3
Showcase your leadership style! Be ready to discuss how you've built high-performing teams and driven accountability in past roles. Use specific examples that highlight your ability to deliver results under pressure.
✨Tip Number 4
Don’t forget to apply through our website! It’s the best way to ensure your application gets noticed. Plus, we love seeing candidates who are proactive about joining our mission at Pikl.
We think you need these skills to ace Head of Delivery Management in Norfolk, Norwich
Some tips for your application 🫡
Tailor Your Application:Make sure to customise your CV and cover letter for the Head of Digital Delivery role. Highlight your experience in delivery management and how it aligns with our mission at Pikl. We want to see how you can translate strategy into execution!
Showcase Your Leadership Skills:We’re looking for someone who can lead a high-performing team. Share examples of how you've built and scaled teams in the past, and how you’ve driven accountability and collaboration. This is your chance to shine!
Highlight Your Technical Expertise:Don’t forget to mention your hands-on experience with modern SDLC practices like Agile and DevOps. If you've integrated AI tools to enhance productivity, let us know! We love seeing how tech can drive business performance.
Apply Through Our Website:We encourage you to apply directly through our website. It’s the best way for us to receive your application and ensures you don’t miss out on any important updates. We can’t wait to hear from you!
How to prepare for a job interview at Pikl
✨Know the Company Inside Out
Before your interview, make sure you research Pikl thoroughly. Understand their mission, values, and recent developments in the digital marketplace. This will not only help you answer questions more effectively but also show your genuine interest in the company.
✨Showcase Your Delivery Management Skills
Prepare specific examples from your past experiences that demonstrate your ability to lead high-performing teams and deliver projects on time. Be ready to discuss how you've implemented Agile or DevOps practices and how they improved delivery outcomes.
✨Align with Business Goals
During the interview, emphasise your understanding of how technology can drive business performance. Discuss how you’ve previously aligned delivery priorities with commercial outcomes and how you plan to do the same at Pikl.
✨Prepare for Stakeholder Management Questions
Expect questions about your experience in managing stakeholders across different functions. Prepare to share examples of how you've balanced technical, commercial, and operational priorities while ensuring clear communication and collaboration.
