Skip to main content

Commercial Associate at Uptimelabs

Join Uptimelabs.io as their founding Commercial Associate and build the outbound engine for the world's first AI-driven incident response training platform. With a 90% trial-to-close rate and enterprise customers like Domino's and Thomson Reuters already on board, you'll be selling a product that engineering teams actually love. This London-based role offers £40k-£55k plus equity and the chance to work directly with the founders to shape the company's GTM strategy from the ground up. If you're a high-energy prospector ready to reach technical buyers and own the top-of-funnel, this is your chance to make a massive impact.

Want to apply for this role?

Uptimelabs

Jack finds you jobs at companies like Uptimelabs. Talk to Jack to get considered for roles that fit what you're great at.

Location

London, United Kingdom

Compensation

£40k-£55k + Equity

Company

Uptimelabs

Talk to Jack

Role overview

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.

Software

Uptime Labs specializes in hands-on, AI-driven incident response training that helps engineering and IT teams master real-world outages. Their platform provides realistic, no-risk simulated drills based on actual incidents, designed to build operational resilience and confidence under pressure. The solution requires no integration or setup, and is accessible via browser, allowing teams to quickly rehearse high-stakes scenarios, align across technical, operational, and leadership layers, and drastically reduce time to mitigation during real incidents. Founded by engineers with experience in mission-critical environments, Uptime Labs helps organizations transform stress into effective readiness through gamified, scenario-driven learning.

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.

Who this is a fit for

  • 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.

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.

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.
Thumbnail for Meet Jack

Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

Meet Jack

What happens next?

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 your profile’s a match and Uptimelabs wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

Learn about Jack

Ready to find your next role?

Talk to Jack for 10 minutes and see your first matches.