Graduate
Account Executive
We are the world's first "Powered by Datadog" certified partner — a Datadog-native cloud managed service provider built for European tech-led SMBs. Our founders previously built and exited DevOpsGroup to Amdocs. We operate lean, move fast, and take observability seriously.
You'll be working directly under Chris Webb, CRO, and alongside the Junior AE as the commercial team builds out. Your initial focus is outbound prospecting, pipeline qualification, and discovery support. As the book grows and the seed round closes, your scope grows with it — this is the structured path to the Junior AE role.
- Run structured outbound prospecting across UK&I — researching target accounts, identifying the right contacts, and booking discovery calls
- Qualify inbound leads and partner-referred prospects: understand their cloud and observability setup before passing to the Junior AE
- Support discovery calls — initially shadowing, then leading — to build your own ability to map customer problems to Critical Cloud's services
- Maintain CRM accuracy: every prospect, every touchpoint, every piece of context logged in HubSpot so the team can rely on the data
- Research accounts before outreach: understand the target company's tech stack, team size, growth stage, and likely pain points
- Work alongside the Datadog partner team to identify co-sell opportunities and referrals from the Powered by Datadog channel
- Track competitor activity and feed market intelligence back to the CRO — what objections you're hearing, what's resonating
- Develop product knowledge over time: you don't need to know Terraform on day one, but you'll be expected to learn what matters to our buyers
- A degree in any discipline — Business, Marketing, Engineering, Computer Science, or similar
- Genuine curiosity about how cloud and tech companies work — you don't need to code, but you need to care
- Strong written and verbal communication: clear, concise, never generic
- Coachable and structured — you'll be learning a defined process; willingness to follow it matters
- Driven by outcomes: you care about hitting targets and understand that activity creates results
- Right to work in the UK without sponsorship
- Any previous sales, customer-facing, or commercial experience — even part-time or retail
- Awareness of Datadog, AWS, Azure, or cloud observability concepts
- Familiarity with CRM tools (HubSpot, Salesforce, or similar)
- Experience with cold outreach — email, LinkedIn, or phone — in any context
- A demonstrable interest in the tech industry: podcasts, communities, side projects
- Understanding of SaaS or subscription business models
Account Executive
Account Executive
Mid-Market
Commercial Lead
We're not looking for someone who watched a few sales videos and can talk the talk. We're looking for someone with genuine intellectual curiosity about technology and what engineering teams are actually trying to solve. That's what makes the difference when you're cold-calling a VP Engineering.
The commercial playbook at Critical Cloud is still being written. That means if you show up, learn fast, and produce results, you'll have influence over how the sales function is built — and a clear path to the Junior AE role as the pods grow and the seed round closes.
Chris Webb, CRO, has done this before — built a managed services sales function from scratch, scaled it, and exited. He'll teach you what he knows. The expectation is that you're honest about what you don't know yet, and committed to learning it quickly.
Ready to apply?
Send a cover letter and your CV. The cover letter matters most: tell us what draws you to selling technical services, why Critical Cloud, and what you'd want to learn in your first six months. No templates.