Lead Conversational Designer

Cleo; Greater London; Hybrid; GBP 65,000 - 90,000; Full time

Benefits offered by this job

Equity

Health insurance

Pension

Job summary

Cleo is seeking a Lead Conversational Designer to shape multi-agent chat experiences in the Financial Assistant pillar. You will collaborate with ML engineers, product designers and PMs to craft coherent agent dialogs and scalable frameworks.

You will lead design across squads, design conversation flows, help prompt engineer LLMs, and align projects with Cleo's OKRs while keeping a user-centered focus on money management.

Qualifications

• Background in HCI, content design, linguistics, psychology or related field.
• 1–2+ years in conversation design for LLM-based products.
• Experience designing for multi-agent, AI-powered systems.
• Strong writing skills with ability to adapt voices and styles.
• Able to collaborate across design, engineering, product and data science.

Responsibilities

• Design conversation systems and architectures for multi-agent chat experiences.
• Define persona strategy across agents and align with business OKRs.
• Collaborate with UX, ML and backend teams on framework and GUI components.
• Prompt engineer LLMs to match design intent and content style.
• Analyze systems to maximize design influence and user experience.

Skills

Conversation design

LLM-based design

UX writing

Collaboration

Strategic thinking

Data-driven decisions

Education

HCI degree

Linguistics degree

Psychology degree

Tools

LLM platforms

Content design tools

Job description

Most money apps talk at you. Cleo talks back. We're not building another finance app. We're building the world's first AI financial assistant, one that actually understands your money and makes you better at it, and we're changing the world's relationship with money in the process. For everyone, whatever their background or balance.

The proof: profitable, fast-growing, a unicorn with over $300M in ARR, and millions of people who now feel differently about their money.

We love original thinkers who challenge the status quo. We move fast, tell the truth, and there's nowhere to hide from good work here. If that excites you more than it scares you, you'll fit right in.

Follow us on LinkedIn for new features and the occasional roast.

Meet The Team

Hello I'm Jack, VP of Design at Cleo. I'm excited to be growing the Experience Chapter as Cleo enters its next stage of scale.

We're a team of 50 designers, researchers and writers working at the cutting edge of AI. We care deeply about clarity of thinking, creating exceptional end-to-end experiences and delivering high-quality work at every stage of the design process.

We've spent the past six months overhauling how great product gets made at Cleo, with the latest tools and models built into our process. Many of the team work directly in code, building our own design tools, creating high fidelity prototypes and shipping to production.

But, it's not only a process change - it's a product change. We're rethinking the UX of the product from the ground up, around fully agentic financial assistants that can run your financial life.

We expect our people to get genuinely close to the business, take real ownership of problems, and move comfortably between big picture thinking and the detail of making something incredibly good.

It's an exciting time to join: so much of this is being built for the first time.

About The Role

We are currently hiring a Lead Conversational Designer in our Financial Assistant Pillar. Working alongside the conversational designers, machine learning and backend engineers, product designers, and PMs you'll be responsible for:

• Work across the squads in the Financial Assistant pillar and partner with engineering to shape the system architecture of chat experiences, embedding conversation design principles as we move to a multi-agent architecture
• Collaborate with others to define persona strategy across agents
• Work with the core experience team to ensure conversation design projects are represented and aligned across the broader user experience
• Design conversational frameworks and flows, partnering with UX Designers on the accompanying GUI components
• Help prompt engineer LLMs to generate content that matches the intent of your designs
• Analyse how existing systems work to identify where conversation design can have the most influence
• Strengthen how the multi-agent architecture should work from a conversation design perspective, potentially including a prompt library or framework for organizing and managing prompts
• Present design work to the UX, product, and engineering teams, leadership, and partner orgs for review and feedback
• Work with UX research and data analysis teams to assess and optimise new and existing features
• Navigate ambiguity - including shifts in direction and rapidly evolving customer expectations - and bring clarity to design decision-making through your work

What We're Looking For

• Ideally a background or degree in Human Computer Interaction, Content design,, Linguistics, Communications, Psychology
• Ideally 1-2+ years in conversation design working with LLM based products to deliver user-centric products
• Experience designing conversation systems for LLM-based, multi-agent products
• A passionate writer with a genuine interest in writing for user-centred products, and the ability to adapt across styles, voices, and mediums
• Confidence using design language and terminology, and strong collaboration skills across design, engineering, product, and data science
• Strategic thinking - you connect content and conversation design decisions to Cleo's broader OKRs and strategic goals, not just the flow in front of you
• Data-driven instincts - you use evidence, data, and research to inform your writing and design decisions, not just intuition
• Unwavering attention to detail, and an acute awareness of why it matters when an agent is speaking on behalf of someone's finances
• Strong proofreading and editing skills, and strong time management skills to handle competing demands and tight deadlines

What we offer

We offer benefits package built to support you in and out of work. Benefits vary by country and include meaningful equity, comprehensive health, dental and vision insurance, mental health support, a paid one-month sabbatical after four years, a learning and development platform, pension or retirement contributions, and location-specific leave entitlements.

For the full breakdown on what's available in your location, visit our Candidate Hub.

What Matters

Cleo's mission is to change the world's relationship with money. We can't do that without building a brilliant, genuinely diverse team - and making sure our hiring process gives everyone a fair shot, running a fair and transparent recruitment process in which every candidate is considered on their metris.

We're glad to make reasonable adjustments at any stage of the process. If there's anything we can do to support you in showing us your best, please let your recruiter or one of the team know.

We may use AI-assisted tools during the recruitment process to take support the team in different ways like taking notes or referring back to conversations. They do not replace the team and all applications are reviewed by a Cleo employee thoroughly!