💰 £550/day (+bonus) | 🌍 Remote (UK timezone)
About us:
At Trust Keith, we’re on a mission to make the complex world of data protection simple, human, and genuinely fun.
Our vision is to become the first-choice privacy management solution for privacy owners - displacing the boring, overcomplicated, and incomplete ways companies try to manage compliance today.
We combine hands-on human expertise with an intelligent platform to power continuous privacy operations, turning regulatory chaos into clarity and giving fast-growing companies the confidence to scale through every twist of new risks, fresh data, and ever-shifting regulation.
100s of the world’s most exciting data-centric scale-ups trust us to transform privacy from a liability into a growth enabler. We're scaling quickly and building a community of brilliant fractional DPOs who grow with us; starting small, adding customers over time, and becoming a bigger part of something that's genuinely changing how privacy gets done.
We’ve been named one of Tempo’s Top 100 Start-ups (two years running) and snagged Flexa’s Flexible SaaS Award (2023). We’re a 16-strong, remote team that question, reimagine, and build differently.
What we offer:
🧘 ♀️ Freedom with connection. You’ll have autonomy, but never isolation. You’re part of our team, through and through.
💰 £550/day + performance bonus. Your impact on customers and the business drives your reward.
🎢 Variety. You’ll work across different industries, products, and personalities. Privacy that’s never on repeat.
🧑 💻 Tech that works for you. Our purpose built platform handles the complexity, so you can focus on driving real strategic impact with your book of Trust Keith customers.
💬 Community, not acquaintances. You’ll collaborate daily with our DPOs, Product, Customer Success, and Ops teams to shape how privacy is delivered.
🧠 Quarterly DPO Days. Get together virtually with the whole team to deep-dive into trends, debate privacy quirks, and spark new ideas.
🎓 Continuous growth. Regular learning sessions, platform updates, and open forums to feed back on our product and processes.
🎉 Zero beige energy. We’re a start-up that swaps corporate formality for creativity, fun, and momentum.
About you:
You thrive on variety. You love diving into new businesses, learning how they work, and helping them grow safely and confidently.
You're at home in the world of contracting and you're always on the lookout for something worth adding to your portfolio.
You’re beyond the spreadsheet days and want tools that help privacy power the business, not block it. You want to shape how tech supports DPOs, and you’re not shy about giving feedback when it can be better.
You make privacy real. You’ve got energy, empathy, and maybe a few puns up your sleeve. You’re the kind of DPO who gets teams to care, to engage, and boardrooms to listen (maybe even laugh!).
You’re bold, curious, and collaborative. You push boundaries and question norms. You believe that compliance can be fun, and that teamwork is where the magic happens.
And you’re not just looking for “another contract”. You’re looking for a place where your ideas count, your voice is heard, and your work builds something bigger.
About the role:
- 🙋 Be the primary Privacy Expert for a portfolio of Trust Keith customers, delivering outstanding service with warmth, clarity, and independence.
- 📲 Implement and oversee comprehensive privacy programmes through the Trust Keith platform, setting priorities, tracking progress, and ensuring delivery aligns with each customer’s goals and expectations.
- 🧑 💻 Lead customer calls, workshops, and Risk Committee meetings that make privacy engaging.
- 📨 Manage incoming privacy queries with empathy and speed, meeting our SLAs while keeping things human. Troubleshoot privacy challenges and help companies build trust through action, not jargon.
- 🔍 Conduct data-protection audits to build a deep understanding of each customer’s risks and realities, then turn insights into clear, actionable next steps.
- 🛡️ Identify and communicate priority risks using the Trust Keith platform, helping customers make smart, defensible decisions about privacy.
- 📞 Be part of our breach response rota. You'll take turns covering our dedicated breach line, providing support when it’s needed most. There's a flat rate for being on cover, plus additional pay if the line rings and you step in to triage. No unpaid on-call, no surprises.
- 💡 Feed back insights from the field to our Product team to keep evolving how we deliver.
- 🤝 Collaborate closely with our Head of Privacy and the wider privacy team, sharing best practices, supporting peers, and contributing to a culture of continual improvement.
- 🧱 Partner with Customer Success, Product, and Ops (because we’re building this together).
- 🧠 Share your ideas, your expertise, and your sense of humour at our quarterly DPO Days, where we get into the nitty-gritty of the latest privacy trends and shape the next chapter of Trust Keith.
Apply if you...
[We are an inclusive and diverse workplace, and we wholeheartedly welcome people from all backgrounds to join our team. We believe that a diverse range of thoughts, experiences, and perspectives greatly enhances our organisation and empowers us to excel together. If you don’t meet every requirement, we still encourage you to apply; your unique skills and background could be exactly what we need!]
- ⏰ Are looking for flexible work that grows with you. You might start by supporting our smaller customers or stepping in as cover when a dedicated expert is away. Over time, as new customers join your portfolio, your hours will naturally grow. Ideal if you're already doing contract work and want a complementary partnership that scales on your terms.
- 🕓 Work within UK business hours (Monday to Friday) to stay connected with our team and customers.
- 🔥 Have 4+ years of privacy experience, holding certifications like CIPP/E, CIPM, LLM, or IAPP membership.
- 🌍 Understand GDPR, PECR, CCPA, and international data transfers and can explain them without sending people to sleep.
- 🧬 Have tackled privacy challenges in AI, fintech, healthtech, edtech, or other complex data environments (bonus points if you loved the chaos).
- 💼 Have experience working with multiple customers on a fractional, freelance, or consultancy basis. You’re a natural at balancing priorities, context-switching, and building relationships.
- 🧠 Understand risk management and take a pragmatic approach to compliance.
- 📑 Know your way around privacy docs (IARs, RoPAs, privacy notices, DSARs, breach logs, etc.).
- 💡 Are tech-curious and opinionated. You love trying new tools, pushing boundaries, and sharing ideas that shape the future of privacy delivery.
- 💖 Are self-motivated but thrive on collaboration. You love bouncing ideas off other brilliant DPOs and helping the whole team level up.
- And, of course, you live our values:
- 🦸 Brave: You're willing to challenge the status quo, share an unpopular opinion, and deliver/receive honest feedback.
- 🚀 Diligent: You make yourself accountable by default, following through on what you say you're going to do.
- 🩵 Empathetic: You're able to put yourself in the customers' and other team members' shoes; everyone is human, after all.
- 🌱 Personal & Professional Growth Mindset: You're ambitious, want to learn, grow, and become the best version of yourself.
- 🤹 Quirky: You don't take yourself too seriously… We know we're building a company in an 'unsexy' industry, but that doesn't mean it can't be fun.
How to apply:
Alongside your CV, record two short video answers via this video link: https://www.videoask.com/ftl8787t6 (reviewed by real humans - no AI involved 🤖🚫)
👉 This is your chance to show us you beyond what’s on paper.
👉 We want to see your energy, your quirks, and how you make privacy feel alive.
👉 Props, puns, or pets all welcome. 🪩
Initial Chat (30 mins)
A casual conversation to explore the role and check mutual fit.
A casual conversation to explore the role and check mutual fit.
Skills Showcase
A short task to demonstrate your expertise, followed by a 60-minute interview to walk us through your approach and experience.
Meet the Team (30 mins)
A chance for you to meet a few team members, ask questions, and get a better feel for our culture and how we work together.
Data Protection Officer (Contractor) in London employer: Trust Keith
At Trust Keith, we pride ourselves on being a dynamic and innovative tech start-up that empowers SMBs and Mid-Market companies by simplifying data protection. Our flexible, remote-first culture fosters personal and professional growth, allowing you to make a meaningful impact while enjoying competitive benefits like a generous leave policy and a dedicated L&D budget. Join us in transforming an often-overlooked industry into something engaging and rewarding, all while working alongside passionate experts in a supportive environment.
