Jack & Jill
Founding Operator (£55k-£85k + Equity) at Letty
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Founding Operator
Salary
£55k-£85k + Equity
Company Description
Letty is a London-based AI startup backed by Entrepreneurs First and top-tier VCs, rebuilding the real estate industry. They develop autonomous AI agents that handle manual property management workflows like tenant engagement, compliance, and maintenance, replacing legacy processes with high-efficiency automation for agencies across the UK and US.
Job Description
You will be the bridge between engineering and customers, owning the full adoption journey from contract to live branch deployment. This technical-operator role requires debugging production code and writing SQL while spending the majority of your time in-person with real estate negotiators to map workflows and train staff on Letty’s AI platform.
Location
London, UK
Why this role is remarkable
- True founding-level impact where you define the operator playbook and customer success strategy from scratch for a $1T+ market.
- Backed by elite investors including Entrepreneurs First, with established traction across UK agencies and early expansion into the US market.
- Join a high-intensity, "maker" culture that offers meaningful founding equity and a direct path to shaping the future of AI in real estate.
Reasons to use Rodeo
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It searches the market for you
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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 You Will Do
- Onboard agency customers from signed contract to fully live branch in under seven days through intensive, in-person training and workflow mapping.
- Act as a technical first responder by triaging customer issues, writing SQL queries, and inspecting logs to minimize engineering interruptions.
- Translate real-world customer friction into specific product feedback and technical bug reports to guide the engineering team’s development roadmap.
The ideal candidate
- Strong Computer Science background with the ability to read Python, FastAPI, and TypeScript, but a preference for solving customer problems over shipping code.
- Exceptional communicator who enjoys being on-site at branches and has a "teacher’s instinct" for training non-technical staff on complex AI tools.
- Highly analytical and AI-native, capable of writing complex SQL and using tools like Cursor or Claude to ship internal automations and training curriculum 10x faster.
Who are Jack & Jill?
Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
Get help with your application
Your very own career expert that helps elevate your application to the next level.
And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
How does this work?
Jack's an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack's network.
If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.
We never post fake jobs
This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.
Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.
We appreciate this can make them look a bit suspect, but there isn't much we can do about it.
Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.
“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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