Staysure Group
AI Conversation Designer

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💷 Salary: £45,000 DOE
💼 Contract Type: 12 month FTC
🏢 Work Life Balance: Remote first with very occasional travel to Northampton
✈️ Candidate Journey: Our goal is to reply to applications within 3 working days. Additionally, we make sure to acknowledge, evaluate, and respond to all applications as a way of showing our appreciation for your time and effort in applying to us.
Ready to help redefine insurance?
We’re an award-winning business that’s changed how customers experience insurance. By challenging traditional thinking and raising the bar on service, we’ve built a reputation for doing things differently.
Our people are at the heart of that success. We invest in talent, back bold ideas and create space for innovation to flourish because growth happens when great people are empowered to do their best work.
With a global ambition to innovate, dominate and disrupt niche insurance markets, we’re looking for forward-thinkers who thrive on change and want to shape the future of the industry.
🌟 The Role:
Purpose of the role
This role owns the full lifecycle of conversational AI assistants across our Group brand portfolio, spanning digital and voice channels. You will design, build, test, launch, monitor, report on and iterate hybrid generative assistants, then expand proven approaches across additional brands once value has been demonstrated.
About the team
The Conversational AI Product squad own the hybrid generative virtual assistants, combining structured automation with generative AI to change how conversational services are delivered to customers. This role sits at the centre of that work, with a mandate to prove value in live customer-facing environments before scaling approaches further across the organisation.
Reasons to use Rodeo
I’m in my final year doing Economics and I don’t know whether to apply for grad schemes now or do a masters first. What do you think?
Honest answer — it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) don’t need a masters. Let’s look at the ones you’d be competitive for now, and we can decide if a masters actually adds anything.
Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.
Start with a chat, not a search bar
Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
Graduate Consultant — 2026 Scheme
Why you're a good match
StrongYour economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.
See breakdownIt searches the market for you
Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Why you're a good match
You’ve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon — deadlines close within the month.
Experience fit
Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme — client modelling, market briefings, and deal support.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
🌟 What will you do?
- Design conversational flows and hybrid generative assistant experiences for digital and voice channels, aligned to brand tone of voice and customer need.
- Build assistants using enterprise conversational AI and generative AI tooling, including intent design, dialogue management and integration with existing digital systems.
- Test assistants for accuracy, safety and tone consistency before launch, covering scenario and edge case testing.
- Launch assistants into live, customer-facing environments across relevant brands.
- Monitor live performance against defined success metrics, identifying accuracy, containment and customer experience issues as they arise.
- Report on performance using auditable, evidence-based metrics rather than self-reported or anecdotal measures.
- Iterate assistant design and logic based on live performance data and customer feedback.
- Expand proven use cases across additional brands and channels once value is demonstrated.
- Apply consistent design standards across a multi-brand portfolio, adapting tone and content to individual brand requirements.
- Operate within a regulated environment, ensuring outputs meet FCA requirements including Consumer Duty obligations for customer communications.
- Collaborate with technology, operations, compliance and brand stakeholders to align conversational AI work with wider business priorities.
🌟 Essentials:
- Working understanding of conversation design principles, including flow design, dialogue management and tone of voice application.
- Experience or demonstrable working knowledge of large language models and generative AI tools in a conversational context.
- Ability to define, monitor and report on assistant performance using data rather than anecdotal evidence.
- Strong written communication skills, with the ability to adapt tone of voice across different brand identities.
- Experience working with cross-functional stakeholders, including technology, operations and compliance teams.
- A customer-centred approach to problem solving, with awareness of accessibility and inclusive design principles.
- Ability to manage multiple concurrent projects and priorities.
- Comfort operating within a regulated environment where customer-facing outputs are subject to compliance oversight.


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🌟 Bonus skills you may pack in your suitcase:
- Hands-on experience designing, building and launching conversational assistants in a live, production, customer-facing environment.
- Experience with boost.ai or a comparable enterprise conversational AI platform.
- Experience extending conversational AI into voice channels, in addition to digital.
- Experience training or tuning large language models against brand-specific tone of voice and guardrails.
- Experience in a regulated industry such as financial services or insurance, with an understanding of the compliance implications of automated customer communication.
- A track record of measurable business outcomes from conversational AI deployment, such as containment rate, deflection rate or customer satisfaction improvement.
We’re assembling a diverse team, where skills, not checkboxes, reign supreme, regardless of race, religion, sex, sexual orientation, gender identity or disability.
Staysure Group welcomes all new starters with open arms, providing training, development opportunities, and great benefits.
“It took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what I’ve been looking for.”
Jessica, London
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