Jack & Jill
Commercial Associate (£40k-£55k + Equity) at Uptimelabs
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This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.
She will pick the best candidates from Jack's network.
The next step is to speak to Jack.
Job Title
Commercial Associate
Salary
£40k-£55k + Equity
Company Description
Uptimelabs.io is a London-based startup building the world's first AI-driven incident response training platform for enterprise engineering and SRE teams.
Job Description
As the founding Commercial Associate at Uptimelabs.io, you will own the outbound prospecting engine and top-of-funnel strategy. Reaching technical leaders at enterprise scale, you will drive qualified meetings for the Founding AE and shape the sales playbook. This is a high-impact IC role within a company boasting a 90% trial-to-close rate.
Location
London, UK
Why this role is remarkable
- Join a product-first startup with impressive early traction, including a 90% trial-to-close rate and blue-chip customers like Trainline, Domino's, and Thomson Reuters.
- Take ownership of the outbound function from scratch, building the sales engine alongside the founders rather than just executing an existing playbook.
- Sell a unique, browser-based AI simulation platform that requires no integration, solving a critical pain point for SRE and engineering teams globally.
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What You Will Do
- Execute multi-channel outbound campaigns across email, LinkedIn, and phone to engage SREs, Heads of Engineering, and incident managers at enterprise companies.
- Collaborate directly with the founders and Founding AE to design and iterate on the outbound sales playbook and messaging.
- Manage the initial qualification process and book high-quality meetings to ensure a consistent pipeline for the commercial team.
The ideal candidate
- Proven experience in outbound prospecting and meeting booking, ideally within a B2B SaaS environment or targeting technical personas.
- Exceptional communication skills with the ability to craft personalized, value-driven outreach that resonates with sophisticated technical buyers like Engineering Leads.
- A self-starter mentality with the hunger to build a sales function from the ground up in a fast-paced startup environment.
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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