Critical CloudCareersGraduateAccount ExecutiveReports to Chris Webb, CROPipeline open Graduate Programme UK Remote / Cardiff Full-TimeScrollOTE~£40kBase£25–30kLevelGraduate01Why NowThe commercial playbook at Critical Cloud is being written right now. There's no inherited process, no established brand to coast on, but there's a genuine technical moat, a CRO who has built and sold a managed services business before, and a clear path to full-cycle closing as the pods grow. We're building the commercial team now. You'd be joining at the moment that matters.About The RoleThe commercial track starts here. This is the entry point for someone straight out of university or with less than a year of experience, who wants to learn how to sell complex technical services to engineering leaders. You will run SDR activity, support the Junior AE, and be developed into a full-cycle closer.We are the world's first "Powered by Datadog" accredited MSP, a Datadog-native cloud managed service provider built for European tech-led SMBs. Our founders have scaled and exited multiple technology businesses. 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 commercial team expands, your scope grows with it. This is the structured path to the Junior AE role.What You're SellingMotion 01AdoptFETCH (trial enablement), HyperCare (post-go-live sprint), LaunchPad (fully managed rollout). Get customers onto Datadog properly from the start. Often the first deal and the beginning of a longer relationship.Motion 02OptimiseHealthScan (independent assessment of an existing Datadog estate) and Catalyst (improvement engineering to fix what's wrong). Strong upsell motion, customers already on Datadog who aren't getting the value from it.Motion 03ManageManaged Datadog (ongoing platform management) and Critical Support, our flagship 24×7 managed cloud operations service. Multi-year ARR, Datadog-native, AWS and Azure. The anchor deal in every account.Motion 04AcceleratorsEight fixed-scope, four-week capability deliveries, Infrastructure Observability, Code Security, Cloud Security, AI Observability, and four more. Fixed scope, fixed timeline. High-velocity deals that frequently lead to Managed Datadog.What You'll DoRun structured outbound prospecting across UK&I;, researching target accounts, identifying the right contacts, and booking discovery callsQualify inbound leads and partner-referred prospects: understand their cloud and observability setup before passing to the Junior AESupport discovery calls, initially shadowing, then leading, to build your own ability to map customer problems to Critical Cloud's servicesMaintain CRM accuracy: every prospect, every touchpoint,



every piece of context logged in HubSpot so the team can rely on the dataResearch accounts before outreach: understand the target company's tech stack, team size, growth stage, and likely pain pointsWork alongside the Datadog partner team to identify co-sell opportunities and referrals from the Powered by Datadog channelTrack competitor activity and feed market intelligence back to the CRO, what objections you're hearing, what's resonatingDevelop 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 buyersWho You'll Sell ToCTO / VP EngineeringVenture-backed scale-ups, 30–150 staff "We can't justify a dedicatedplatform team but we can't afford downtime either. "Head of Platform / DevOps LeadAlready using AWS or Azure, Datadog evaluator "We're on Datadog but we're not getting the value out of it. And I'm the only one who knows how it works. "Engineering ManagerCarrying on-call burden, no dedicated SRE "Our engineers are losing weekends to on-call. Something has to change before we start losing people. "Career PathStartGraduateAccount ExecutiveYear 1–2JuniorAccount ExecutiveYear 2–3Account ExecutiveYear 1–2Year 3+Senior AE orCommercial LeadRequirementsMust HaveA degree in any discipline, Business, Marketing, Engineering, Computer Science, or similarGenuine curiosity about how cloud and tech companies work, you don't need to code, but you need to careStrong written and verbal communication: clear, concise, never genericCoachable and structured, you'll be learning a defined process; willingness to follow it mattersDriven by outcomes: you care about hitting targets and understand that activity creates resultsRight to work in the UK without sponsorshipNice to HaveAny previous sales, customer-facing, or commercial experience, even part‑time or retailAwareness of Datadog, AWS, Azure, or cloud observability conceptsFamiliarity with CRM tools (HubSpot, Salesforce, or similar)Experience with cold outreach, email, LinkedIn, or phone, in any contextA demonstrable interest in the tech industry: podcasts, communities, side projectsUnderstanding of SaaS or subscription business modelsHow We WorkThese aren't values on a wall. They're how we make decisions day to day and what we'd look for in anyone joining the team.Customer FirstEvery cold call starts with understanding what the customer is actually trying to solve. You're selling to CTOs and Platform Leads who've heard every vendor pitch. The ones who book a second meeting felt understood, not sold to.Stay CuriousYou don't need a technical background,



but you do need genuine curiosity about what engineering teams are trying to build. The gap between knowing the product and understanding the buyer is what separates average prospecting from discovery that wins complex deals.Move with UrgencyPipeline stalls because of slow follow-ups and unmade decisions. Own your pipeline, advance every conversation, and make the call even when you're not sure. Most decisions are reversible. Hesitation has a cost.Earn Trust by DeliveringCommission is paid on outcomes. Credibility is built the same way. Do what you said you'd do, when you said you'd do it, with the CRO, with customers, and with yourself. That's the whole job.03Compensation & OTEOn-Target Earnings~£40k OTEBase Salary£25–30kDOEOn-Target Commission~£12–15kAt 100% quotaAdditionalCerts fundedDatadog, AWS, Azure, contractualCommission is uncapped and pays from the first deal. This is how commercial careers start.Benefits25 daysholiday + bank holidays + your birthday offCerts fundedDatadog, AWS, Azure & AI, contractualRemote-firstflexible working from day one25 days holiday + bank holidays plus a paid day off in your birthday month, taken in the month it fallsHoliday grows with tenure: +1 day per year after your second work anniversary, up to 28 days totalEnhanced maternity pay: 26 weeks at your full basic salaryEnhanced paternity pay: 2 weeks at your full basic salaryDatadog, AWS, Azure, and AI tooling certifications paid by the company, these are mandatory for relevant roles and funded in your employment contract, not at manager discretionFlexible working requests from your first day of employment, statutory right, supported in fullCompany-provided laptop and peripherals, set up before you startWorkplace pension, auto-enrolledWho Thrives HereWe'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 commercial team grows.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.Join the pipelineWe're not actively hiring right now, but we keep applications on file. 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.Pipeline open Cover letter required#J-18808-Ljbffr

📌 Graduate Account Executive (Colombia)
🏢 Critical Cloud
📍 Colombia