At a Glance
- Tasks: Lead the evolution and architecture of our digital platforms and technology estate.
- Company: Join a fast-growing travel company with a passion for innovation.
- Benefits: Flexible working, £1,000 holiday credit, 25 days leave, and fun company socials.
- Other info: Collaborative team culture with opportunities for continuous improvement and career growth.
- Why this job: Shape the future of technology in a dynamic environment while making a real impact.
- Qualifications: Proven senior technology leadership experience and strong understanding of enterprise integration.
The predicted salary is between 70000 - 90000 £ per year.
We're looking for a hands-on Head of Technology / Enterprise Solutions Architect to lead the ongoing evolution, architecture, stability and performance of Oliver's Travels' digital platforms and technology estate. This is a senior leadership role responsible for defining the long-term technology strategy and enterprise architecture that underpins the business, whilst ensuring the day-to-day delivery, reliability and continuous improvement of our technology platforms. The successful candidate will combine strong technical leadership with enterprise solution architecture expertise, working across business and technology teams to design scalable, integrated solutions that support business growth, operational efficiency and future transformation.
Key Responsibilities
- Own the overall technology strategy, architecture and technical direction across Oliver's Travel's technology estate.
- Design end-to-end enterprise solutions spanning customer-facing platforms, operational systems and third-party services.
- Lead technical decision-making, technology roadmaps and engineering standards.
- Ensure technology decisions align with long-term commercial objectives.
- Define integration strategies across CRM, booking systems, finance platforms, payment providers and external partners.
- Evaluate new technologies and SaaS platforms to ensure alignment with strategic architecture.
- Identify opportunities to modernise legacy systems, reduce technical debt and simplify the technology landscape.
- Manage internal developers and third-party agencies and freelancers.
- Introduce and improve development processes, QA, deployment and release management.
- Ensure technology initiatives are delivered on time, within budget and to a high standard.
- Promote DevOps, CI/CD and automation best practices across engineering teams.
Platform & Infrastructure
- Oversee Oliver's Travel's website ecosystem, booking platform, APIs and integration architecture.
- Ensure high availability, resilience, security and operational performance across all systems.
- Lead platform scalability initiatives and drive improvements in site performance and customer experience.
- Oversee cloud infrastructure strategy and technology lifecycle management.
Commercial & Stakeholder Management
- Partner with founders and senior leadership to shape technology strategy and investment priorities.
- Manage technology budgets, suppliers and strategic technology partners.
- Present architecture proposals and technical recommendations to senior stakeholders in a clear, commercial manner.
Required Experience
- Proven experience in a senior technology leadership role (Head of Technology, Head of Engineering, Enterprise Architect, Solutions Architect or similar).
- Strong understanding of enterprise integration patterns, APIs, middleware and distributed systems.
- Experience managing mixed technology ecosystems including SaaS platforms, bespoke applications and legacy systems.
- Experience managing technology suppliers, implementation partners and outsourced development teams.
- Comfortable operating within fast-moving SMEs or scale-up businesses.
- Experience with booking, travel, hospitality or e-commerce platforms.
- Cloud architecture (AWS, Azure or GCP) and DevOps practices.
- Experience modernising legacy platforms through incremental transformation.
Personal Attributes
- Strategic thinker with strong commercial awareness and pragmatic delivery focus.
- Strong communicator capable of engaging both technical and non-technical stakeholders.
- Highly organised with strong planning and prioritisation skills.
- Collaborative, inquisitive and passionate about continuous improvement.
What we offer
- Flexible working – work from anywhere in the world for up to 4 weeks each year.
- £1,000 holiday credit every year to use on one of our gorgeous villas.
- 25 days’ annual leave plus bank holidays, plus one extra day for every year you’re with us.
- Birthday off when it falls on a working day.
- Monthly company socials and legendary summer and Christmas parties.
- Free breakfast, snacks and drinks in the office.
- A friendly, fast-growing team of passionate travellers from all over the world.
Reports to: Founders
Location: London (Hybrid – 3 days in office)
We welcome and encourage candidates to apply, even if they do not meet all the listed requirements. Oliver’s Travels is an equal-opportunity employer and does not discriminate based on race, religion, gender, age, sexuality, gender identification or physical ability. If you require any adjustments to participate fully in the application process or to perform the duties of the position you're applying for, please ensure to let us know. We are dedicated to accommodating your needs to ensure a fair and inclusive recruitment process.
Head of Technology employer: Oliver's Travels
At Oliver's Travels, we pride ourselves on being an exceptional employer that fosters a vibrant and inclusive work culture. As the Head of Technology, you'll enjoy flexible working arrangements, generous holiday credits, and a supportive team of passionate individuals who share your love for travel. With ample opportunities for professional growth and a commitment to continuous improvement, you'll be empowered to lead innovative technology solutions in a dynamic environment located in the heart of London.
StudySmarter Expert Advice🤫
We think this is how you could land Head of Technology
✨Join the IT Consultancy Buzz
Get involved in local or virtual IT consultancy meetups and forums. This is where we can rub shoulders with industry professionals, get insights into what Oliver's Travels values, and even spot unadvertised opportunities. Don't miss out on these chances to make a name for ourselves in the IT world!
✨Show Off Your Skills
Create a personal project or case study relevant to the challenges Oliver's Travels might face. Use platforms like GitHub or Medium to share your findings. This not only demonstrates our consulting skills but shows a proactive attitude, making us stand out from the crowd when applying for that full-time gig.
✨Leverage LinkedIn for Connections
Follow and engage with the relevant thought leaders and influencers in IT consultancy on LinkedIn. Share insightful content and join discussions to gain visibility. A well-placed comment or shared article could catch the attention of someone at Oliver's Travels!
✨Direct Apply to Oliver's Travels
Let's not forget to apply directly through the Oliver's Travels website! Tailor your application to showcase our understanding of their consulting style and how we can contribute to their projects. A personalised approach can make a huge difference in landing that full-time position!
We think you need these skills to ace Head of Technology
Some tips for your application 🫡
Showcase Your Problem-Solving Skills:In IT consulting, it's all about problem-solving, so make sure your CV highlights your analytical skills and any relevant projects you've tackled. Mention specific technologies or methodologies you've used to resolve issues or improve processes; this shows you can think critically and deliver results, which is vital for us at Oliver's Travels.
Highlight Relevant Certifications:Certifications like ITIL, PMP, or even specific tech stack qualifications can really make you stand out. Make sure to include these in your CV, as they not only demonstrate your expertise but also your commitment to staying current in the field. We love seeing candidates who are proactive about their professional development!
Tailor Your Cover Letter:Your cover letter is your chance to connect personally with us at Oliver's Travels. Share stories about your experiences in IT consulting, and how they shaped your desire to join our team. Mention why you’re excited about this particular role, and how you see yourself contributing to our projects.
Keep It Clear and Concise:We're all busy, so make sure your application is easy to read. Use bullet points for key achievements, and don’t overload us with jargon. A clean, professional layout goes a long way. Remember, the clearer your application, the more likely we are to invite you in for an interview!
How to prepare for a job interview at Oliver's Travels
✨Brush Up on Your Technical Skills
For an IT consulting role, be ready to demonstrate your technical prowess. You might face questions on systems integration, cloud technologies, or even troubleshooting specific software. If you have experience with tools like AWS, Azure, or even specific programming languages, make sure you can talk about them fluently.
✨Showcase Your Problem-Solving Approach
IT consulting is all about solving problems for clients. Think about how you can illustrate your approach to a past challenge using the STAR method (Situation, Task, Action, Result). It's a great way to show how you tackle complex issues and come up with effective solutions.
✨Know the Business Impact of IT Solutions
When discussing your experiences, focus not just on the tech solutions you implemented, but also on their business impact. Employers want to see that you can connect IT with organisational goals. Prep examples that highlight how your tech contributions improved efficiency or reduced costs for past clients or projects.
✨Prepare for Behavioural Questions
Since IT consulting often involves teamwork and client interactions, expect behavioural questions that assess your interpersonal skills. Be prepared with examples that demonstrate your adaptability, communication skills, and how you handle client feedback. Before the interview, think of situations where you worked closely with clients to create effective IT strategies or changes.
