Director of Security & Privacy

Freetrade

ABOUT FREETRADE Freetrade’s mission is to become the default place to invest. Investing has been too complicated and expensive for too long, keeping millions from making the most of their savings. We’re changing that. We’re building our team and looking for people who are excited to reshape how our customers invest and grow their wealth. If you’re driven by solving complex problems and building innovative products, you’ll fit right in. 2026 is a big year for us. Last year, we announced a game changing deal to become part of the IG Group. We’ll continue to operate as an independent business while gaining access to the resources and support of an established leader in the space. This year, we’re accelerating our roadmap and taking our products to the next level. We’re building new features like mutual funds, bonds, and family investment tools. We’re also exploring how we can leverage AI to deliver an even better experience for our customers. At Freetrade, we're on a mission to make investing accessible to everyone. We operate in a highly regulated financial environment where security isn't just a function, it's a foundation. As we scale, we're looking for a sharp, motivated Security Intern to join our Security, Privacy and Infrastructure team for the summer and contribute to real, meaningful work from day one. About the Role This is a hands-on internship, not a shadowing exercise. Whether you're a student, a recent graduate, or making your first move into security, you'll be embedded in the security team, working on operational tasks and a dedicated project designed to directly improve security at Freetrade. Your time will be split roughly 50/50 between supporting ongoing security operations and owning a scoped project with a clear outcome. You'll be supported throughout, with a defined onboarding plan, pre-scoped tasks, daily check-ins with your manager, and weekly visibility with the Director of SPI. What You'll Work On * Remediation: Vulnerability triage and proof-of-concept testing, putting your offensive security and pentesting skills to practical use. * GRC: Supporting vendor security review processes, assessing third-party risk against our security standards. * Automation: Assisting with AI tool adoption assessments, helping evaluate new tools for security and privacy risk. What You Bring Technical skills: * Foundational knowledge of offensive security, pentesting, or bug bounty practices. * Comfortable writing scripts or code in any language, Python preferred. * Solid understanding of core security concepts and principles. * Any hands-on experience with vulnerability assessment tools or CTFs is a plus. Soft skills: * Open to feedback and acts on it quickly. * Fast learner who is comfortable with ambiguity and can ramp up independently. * Clear and concise communicator, written and verbal. * Reliable, organised, and takes ownership of their time and commitments. * Collaborative and comfortable working across teams. Programme Structure * Duration: 10 weeks * Onboarding: Weeks 1 to 2, structured ramp plan with a pre-defined task list so you hit the ground running. * Split: 50% operational security work, 50% dedicated project to improve security at Freetrade. Support and Management * Direct reporting line to the Security function lead. * Daily check-ins with your intern manager. * Weekly skip-level with the Director of SPI for feedback, alignment, and visibility. * All work will be well-scoped and documented before you start, no vague briefs. What's in it for You * Paid internship with real responsibilities from day one. * Work on live security challenges in a highly regulated fintech environment. * Learn from an experienced security team with deep expertise across offensive security, privacy, and infrastructure. * Build a portfolio of tangible, real-world security work to accelerate your career. * A genuine pathway to a full-time role as part of Freetrade's 2027 headcount plan for high performers. Please note, applicants must be 18 years of age or older at the time of application and legally eligible to work in the relevant location. We are an Equal Opportunity employer committed to a diverse and representative team. Whatever your race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability - we want to hear from you. To find out more about how we look after your personal data when you apply for a job with us, please see our Recruitment Privacy Policy here. Please note we are not accepting agency CVs.

Trainline

About us We are champions of rail, inspired to build a greener, more sustainable future of travel. Trainline enables millions of travellers to find and book the best value tickets across carriers, fares, and journey options through our highly rated mobile app, website, and B2B partner channels.  Great journeys start with Trainline 🚄  Now Europe’s number 1 downloaded rail app, with over 135 million monthly visits and £6.3 billion in annual ticket sales, we collaborate with 270+ rail and coach companies in over 40 countries. We want to create a world where travel is as simple, seamless, eco-friendly and affordable as it should be.  Today, we're a FTSE 250 company driven by our incredible team of over 1,000 Trainliners from 50+ nationalities, based across London, Paris, Barcelona, Milan, Edinburgh and Madrid. With our focus on growth in the UK and Europe, now is the perfect time to join us on this high-speed journey.  Introducing Machine Learning and AI at Trainline 👋 Machine learning and AI are central to how Trainline helps millions of customers make smarter, more sustainable travel choices every day. Our ML models and AI systems power critical parts of the platform - from search and recommendations to pricing intelligence, personalisation, digital marketing, and AI-driven customer support. Our ML teams own the full delivery lifecycle, from ideation through to production. We work closely with stakeholders across the business to expand the reach and impact of ML and AI throughout Trainline. The Role This is a senior leadership role sitting within one of Trainline’s most important product areas: Core Experience. This pillar encompasses the products and systems closest to the customer journey - search, pricing, payments, fare intelligence, and conversational interfaces. You will define and lead the ML strategy, team, and delivery across this domain. That means building and scaling ML and AI capabilities that measurably improve the customer experience and drive business outcomes. The work spans traditional ML systems and emerging agentic/LLM-based capabilities. You will lead multiple ML teams through their respective team leads, reporting to the Director of AI & ML. You’ll be accountable for the people (2 ML Managers and ~10 ICs), delivery, and budget across your pillar - including vendor and infrastructure cost management. You’ll work closely with Product, Engineering, Data, Analytics, and commercial stakeholders, combining strategic thinking, technical leadership, and organisational leadership to ensure Trainline continues to ship high-quality, scalable ML systems in production. As a Head of Machine Learning - Core Experience at Trainline you will... 🚄 * Set direction and own the budget. Define the vision, strategy, and roadmap for ML across the Core Experience pillar. Own the pillar’s budget - including cloud infrastructure, vendor costs, and third-party tooling - balancing short-term delivery with longer-term platform investments. * Lead and grow the organisation. Lead multiple teams through their team leads. Coach managers and senior ICs, set hiring strategy, and build a culture of technical excellence, experimentation, and delivery. Partner closely with Product, Engineering, and commercial stakeholders to identify high-value opportunities and raise adoption of ML across the business. * Deliver and operate. Drive delivery across search relevance, payments models, splits and fare optimisation, supply automation, and conversational AI. Ensure your teams ship end-to-end - from prototyping through deployment, monitoring, and iteration. Raise operational maturity by defining SLIs/SLOs, incident management, and on-call practices for ML systems in production. * Shape AI practices and governance. Co-own the operating model for modern AI at Trainline - LLM-based features, agentic systems, evaluation frameworks, and guardrails. Drive improvements in AI governance, data privacy, security, and audit accountability as capabilities scale. We'd love to hear from you if you have...🔍 * Significant experience building and leading production ML teams, including managing through team leads (manager-of-managers) * Strong track record of shipping ML systems that deliver measurable business or customer impact, across problem types such as ranking, recommendation, forecasting, optimisation, or real-time decisioning * Deep understanding of the full ML lifecycle and strong software/platform instincts - you know what it takes to run reliable ML at scale – including MLOps tooling and practices * Experience raising operational standards: SLIs/SLOs, monitoring, incident management, and production reliability * Budget ownership, including infrastructure cost management and vendor oversight * Comfortable operating at both strategic and technical levels, with strong stakeholder and communication skills * Experience hiring, mentoring, and developing technical talent at multiple levels Nice to have 😍 * Experience with AWS cloud infrastructure * Experience with cross-functional delivery in product-led organisations * Experience deploying conversational and agent-based systems in customer-facing products * Experience in travel, transport, marketplaces, or similarly complex digital platforms Our technology stack 💻 * Python and associated ML / DS libraries (scikit-learn, NumPy, LightGBM, Pandas, LangChain/LangGraph, TensorFlow, etc.) * PySpark * AWS cloud infrastructure: EMR, ECS, Athena, etc * MLOps / DevOps: Terraform, Docker, Airflow, MLFlow * Monitoring and evaluation platforms including New Relic and Braintrust More information: Enjoy fantastic perks like private healthcare & dental insurance, a generous work from abroad policy, 2-for-1 share purchase plans, an EV Scheme to further reduce carbon emissions, extra festive time off, and excellent family-friendly benefits.  We prioritise career growth with clear career paths, transparent pay bands, personal learning budgets, and regular learning days. Jump on board and supercharge your career from day one!  We're operating a hybrid model and ask that Trainliners work from the office a minimum of 60% of their time over a 12-week period. We also have a 28-day Work from Abroad policy. Our values represent the things that matter most to us and what we live and breathe everyday, in everything we do:  * 💭 Think Big - We're building the future of rail  * ✔️ Own It - We focus on every customer, partner and journey  * 🤝  Travel Together - We're one team  * ♻️ Do Good - We make a positive impact  We know that having a diverse team makes us better and helps us succeed. And we mean all forms of diversity - gender, ethnicity, sexuality, disability, nationality and diversity of thought. That's why we're committed to creating inclusive places to work, where everyone belongs and differences are valued and celebrated. Interested in finding out more about what it's like to work at Trainline? Why not check us out on LinkedIn, Instagram and Glassdoor!

Wheely

ABOUT WHEELY Wheely is redefining premium transportation across major cities in Europe, the US, and the Middle East. We blend cutting-edge technology with the craft of five-star chauffeuring to deliver an experience trusted by more than 100,000 active riders and 1,200 corporate accounts. We’re a profitable, fast-growing scale-up with $43M raised and over $100M in annual revenue. Having recently launched in New York City, we’re expanding rapidly across the US and EMEA. If you take pride in your craft and want to help shape the next chapter of our growth, we'd love to hear from you. ABOUT THE ROLE As part of the Quality team in London, reporting directly to the Director of Customer Experience, you will be responsible for assessing the Quality of the services provided by the Chauffeurs in London, our largest market. A successful candidate will act as a Mystery Shopper, taking action where necessary to ensure that every journey is beyond expectations. RESPONSIBILITIES * Assess chauffeurs against Wheely Standards through mystery shops * Deliver constructive, on-the-spot coaching to chauffeurs, fostering a culture of continuous improvement * Uphold Wheely’s high level of customer experience by ensuring every chauffeur interaction meets our standards * Act decisively by following protocol in addressing issues with standards (e.g. blocking a chauffeur if they fail a QC) * Using the QC tool, provide detailed, accurate documentation after each inspection * Contribute insights to continually improve Wheely standards based on observed trends and feedback gathered during inspections * Oversee operations at specific locations (example train station, events etc), including on advising on ideal passenger experience, choosing in-app pins for pick up and drop off and managing on-site security where applicable REQUIREMENTS You are someone who takes personal pride in standards and believes luxury is delivered through consistency, discipline, and attention to detail. * 2+ years in a customer-facing luxury environment (e.g., five-star hospitality, premium aviation, private aviation, luxury services or retail). * Experience operating in environments where service quality is measured, audited, and non-negotiable. * Proven ability to coach, influence, and challenge others while maintaining trust and credibility. * Passion for luxury vehicles and a knowledge of their specifications is a plus * Experience driving in London is a plus * Flexibility, able to work at the office and conduct mystery shops all around the city area. WHAT WE OFFER * Office-based role in West London, four days a week with flexible start and finish times, plus one remote day of your choice * Competitive Salary  * Employee stock options plan * Private medical and dental insurance * Life and critical illness cover * Best-in-class equipment * Monthly credit towards Wheely journeys * Cycle to Work scheme * Professional development stipend All of your personal information will be collected stored and processed in accordance with Wheely’s Candidate Privacy Notice