Junior
Account Executive
We have a genuine technical moat, the world's first "Powered by Datadog" certification and we're in the critical window to establish brand leadership in European Datadog-native managed services. You'd be one of the first two AEs, which means the playbook you help write becomes the one the team scales from.
We have a compelling product, a genuine technical moat, and a closing competitive window in the European market. We need someone who can open doors, run a tight sales process, and close. This is a junior role, but it's a real one.
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, a co-founder who has taken a managed services business from zero to exit. This is an early hire in the commercial team, which means genuine exposure to how pipeline is built, how deals are structured, and how a cloud MSP goes to market. You won't be making calls from a script.
We're building our talent pipeline for this role and welcome applications now.
FETCH (trial enablement), HyperCare (post-go-live sprint), LaunchPad (fully managed rollout). Get customers onto Datadog properly. Often the first deal and the start of a longer relationship.
HealthScan (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.
Managed 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.
Eight fixed-scope, four-week capability deliveries, Infrastructure Observability, Code Security, Cloud Security, AI Observability, and four more. High-velocity deals that frequently lead to Managed Datadog.
- Build and manage a pipeline of tech-led SMB prospects through a mix of outbound prospecting, partner referrals, and inbound leads
- Run discovery calls to understand prospects' cloud and observability challenges and map them credibly to Critical Cloud's service portfolio
- Own the full sales cycle from first contact through to signed contract, supported by Chris and the delivery team on technical specifics
- Work closely with Datadog's own sales and partner teams to co-sell and develop joint opportunities through the Powered by Datadog channel
- Develop relationships with TD SYNNEX and AWS/Azure partner ecosystems to generate and progress partner-sourced pipeline
- Prepare commercially sound proposals and statements of work, you won't be starting from a blank page, but you'll need to tailor them
- Maintain rigorous CRM hygiene: accurate pipeline, activity logging, and forecast data the CRO can rely on
- Feed market intelligence back to the team, what's resonating, what objections you're hitting, what competitors are doing
- Represent Critical Cloud at industry events, Datadog partner days, and customer meetings, in person when it matters
You own the full cycle. Technical qualification and commercial approval sit with the CRO; everything else is yours.
"We can't justify a dedicated platform team but we can't afford downtime either."
"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."
"Our engineers are losing weekends to on-call. Something has to change before we start losing people."
- Some B2B sales experience, internship, placement, SDR, or BDR role, ideally in tech, SaaS, or cloud
- Genuine curiosity about cloud and infrastructure, you don't need to be an engineer, but you need to care about what you're selling
- Confident and credible on the phone and in video calls, you'll be talking to senior technical buyers
- Disciplined self-starter: you'll manage your own pipeline and time without a lot of hand-holding
- Comfortable with ambiguity, we're an early-stage company; the playbook is still being written
- Right to work in the UK without sponsorship
- Experience selling into technical personas (DevOps, Platform, Engineering)
- Familiarity with Datadog, AWS, Azure, or cloud managed services
- Experience with a structured sales methodology (MEDDIC, SPIN, Challenger, or similar)
- CRM experience, HubSpot preferred
- Partner or channel sales exposure (Datadog, AWS, Azure ecosystems)
- Track record of hitting quota or pipeline targets, however early
Account Executive
Year 1–2
Partner Manager
VP Revenue
Not a values list. How the commercial team actually operates.
The prospects who convert are the ones who felt understood before they were sold to. Every discovery call should leave them thinking "they get it." That means listening more than you pitch, and researching before you reach out.
You don't need to be an engineer. You do need to be genuinely curious about cloud infrastructure and what's breaking for the engineering teams you're selling to. That curiosity is what makes the difference when you're talking to a CTO who's heard every vendor pitch.
Deals go cold when they stop moving. Follow up the same day. Advance every conversation. Make the call when you have 80% of the information, waiting for perfect is how pipeline stalls. Most decisions are reversible.
Your forecast is your word. Your follow-up says who you are. Credibility with the CRO, with prospects, and with yourself is built by doing exactly what you committed to, when you committed to it.
Uncapped commission. Accelerators kick in above 100% quota. You earn what you close.
We're building our talent pipeline for this role and welcome applications now.
- 25 days holiday + bank holidays plus a paid day off in your birthday month, taken in the month it falls
- Holiday grows with tenure: +1 day per year after your second work anniversary, up to 28 days total
- Enhanced maternity pay: 26 weeks at your full basic salary
- Enhanced paternity pay: 2 weeks at your full basic salary
- Datadog, 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 discretion
- Flexible working requests from your first day of employment, statutory right, supported in full
- Company-provided laptop and peripherals, set up before you start
- Workplace pension, auto-enrolled
The best AEs we've worked with share one quality: they're genuinely interested in what the customer is trying to build. That curiosity is what makes the difference when you're talking to a CTO who's heard every vendor pitch. You don't need to know what a Kubernetes pod is on day one, but you do need to want to understand it within the first month.
We have a genuine technical moat. The Powered by Datadog certification is rare, our delivery capability is real, and the founders have done this before. Your job is to get that story in front of the right people and then close. Chris will show you how.
This is a small, commercial-minded team. There's no SDR to hand off your research to, no enterprise deal desk, and no brand awareness to coast on. What there is: real commission, a real product, and a CRO who will invest in making you excellent at this.
Join the pipeline
We're not actively hiring right now, but we keep applications on file. The cover letter matters most: tell us about the best conversation or deal you've run, what made it work, and what you'd do differently. No templates.