At a Glance
- Tasks: Lead digital delivery, turning strategy into action and ensuring high-quality outcomes.
- Company: Join Pikl, a growing tech company revolutionising digital marketplaces.
- Benefits: Flexible working, 28 days holiday, training opportunities, and vibrant social events.
- Other info: Exciting growth potential with a focus on empathy and trust.
- Why this job: Make a real impact in a dynamic environment while driving technology innovation.
- Qualifications: Experience in delivery leadership, modern SDLC practices, and stakeholder management.
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 Digital Delivery in Norfolk, Norwich employer: Pikl
Pikl is an exceptional employer that prioritises employee growth and well-being, offering a flexible working environment in Norwich with a vibrant office space. With a strong focus on team collaboration and continuous improvement, employees benefit from extensive training opportunities, a generous holiday allowance, and a culture that values empathy and trust. Join us at this pivotal stage of growth, where your contributions will directly impact our mission to revolutionise digital marketplaces.
StudySmarter Expert Advice🤫
We think this is how you could land Head of Digital Delivery in Norfolk, Norwich
✨Tip Number 1
Network like a pro! Get out there and connect with people in the industry. Attend meetups, webinars, or even just grab a coffee with someone who works at Pikl. Building relationships can open doors that a CV just can't.
✨Tip Number 2
Show off your skills! If you’ve got a portfolio or examples of past projects, bring them along to interviews. Demonstrating your experience in digital delivery and how you've led teams can really set you apart from the crowd.
✨Tip Number 3
Be ready to chat about your vision! When you’re interviewing, think about how you can translate Pikl's strategy into execution. Share your ideas on how to drive clarity and accountability within teams – they’ll love your proactive approach!
✨Tip Number 4
Apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, it shows you’re genuinely interested in being part of the Pikl team. Don’t miss out on this opportunity!
We think you need these skills to ace Head of Digital Delivery 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 leading product and engineering teams, and how you've successfully translated strategy into execution. We want to see how you can bring our vision to life!
Showcase Your Leadership Skills:In your application, emphasise your ability to lead high-performing teams and drive a culture of accountability and collaboration. Share specific examples of how you've established best practices and improved delivery outcomes in previous roles. We love seeing real-world impact!
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, make sure to include that too! We’re keen on candidates who can champion technical excellence.
Apply Through Our Website:We encourage you to submit your application through our website for the best chance of being noticed. It’s the quickest way for us to get your details and start the conversation about how you can help us scale our technology capability!
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 Leadership Skills
Prepare specific examples of how you've successfully led delivery teams in the past. Highlight your experience with Agile, DevOps, and CI/CD practices, as well as any metrics you've tracked to demonstrate success. This will illustrate your capability to own the operational engine at Pikl.
✨Emphasise Stakeholder Management
Be ready to discuss how you've managed relationships with various stakeholders in previous roles. Share examples of how you've balanced technical, commercial, and operational priorities, as this is crucial for the Head of Digital Delivery role.
✨Prepare for Scenario-Based Questions
Expect scenario-based questions that assess your problem-solving skills and ability to handle delivery risks. Think about potential challenges you might face in this role and how you would address them, particularly in a regulated environment like insurance.
