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Careers at Critical Cloud

Build modern cloud operations,
powered by Datadog.

We're not currently hiring, but we're building the pipeline now. Submit your application for any role that fits, we'll be in touch when the timing is right.

7 roles
Pipeline open
Datadog-first
Certs funded, contractual
AWS + Azure
Real multi-cloud operations
UK Remote
Cardiff · London · Dublin
All roles, pipeline open

Seven roles across engineering, delivery, and commercial

We're not actively hiring right now. Apply to join the pipeline, we'll reach out when a role opens. Cover letter required for all applications.

Engineering · SRE

Graduate Site Reliability Engineer

£25–30k · Graduate · UK Remote

Work alongside senior engineers on real production environments. Real Datadog, AWS, and Azure from day one, not a rotation scheme.

Engineering · SRE

Junior Site Reliability Engineer

£35–40k · Entry–Mid · UK Remote

Independent ownership of production environments across a customer portfolio. Real on-call, real Datadog, real infrastructure.

Engineering · AI & SRE

Graduate Engineer: AI & Site Reliability

£25–30k · Graduate · UK Remote

Split equally between building AI-assisted operations tooling and hands-on SRE work. Two disciplines, one engineer.

Delivery

Junior Delivery Manager

£30–35k · 1–3 yrs · UK Remote

Own a portfolio of Critical Support customers, onboarding, service reviews, SLA management, and escalations. Reports to the COO.

Delivery

Graduate Delivery Manager

£25–30k · Graduate · UK Remote

Entry-level delivery management, onboarding, service reviews, and customer communications for a Critical Support portfolio.

Commercial

Junior Account Executive

£35–40k base · ~£60k OTE · UK Remote

Own the full sales cycle for tech-led SMB accounts. Work directly under the CRO, selling Datadog-native managed services.

Commercial

Graduate Account Executive

£25–30k base · ~£40k OTE · UK Remote

Entry point to the commercial track. Outbound prospecting and pipeline qualification, with a structured path to full-cycle closing.

Cover letter required, tell us what draws you to Critical Cloud and what you'd want to learn. Send to careers@criticalcloud.ai.

Working here

What Critical Cloud looks like from the inside

How we work

  • Operational clarity: dashboards and alerts reflect how the platform actually behaves, we maintain that standard continuously.
  • Ownership: we don't hide behind tickets. We take responsibility end-to-end and fix the underlying cause, not just the symptom.
  • Continuous improvement: every customer gets measurable improvement work, every month.
  • Security-minded: ISO 27001 and Cyber Essentials Plus shape how we build and operate, not just badges.

Certifications, funded and contractual

Datadog, AWS, Azure, and AI tooling certifications are paid by the company. Written into the employment contract, not left to manager discretion.

Datadog certs AWS certs Azure certs AI tooling certs

Remote-first. UK-based. 25 days holiday + bank holidays + birthday month day off. Flexible working from day one.

The process

How we hire

Simple, fast, no surprises.

01

Cover letter + CV

The cover letter matters most. Tell us what draws you to Critical Cloud and what you'd want to learn in your first six months.

02

Intro call

Short conversation to align on the role, working style, and expectations.

03

Technical or practical

Real scenarios from the work we do. Small, focused task, you'll know what good looks like before you start.

04

Meet the team

Make sure the working style fits on both sides. If it does, we move fast.

FAQ

Are you hiring right now?

Not actively, but we're building the pipeline. Apply for any role that fits, we keep applications on file and reach out when roles open. No placeholder rejections.

Do I need Datadog experience?

For SRE roles: yes, or strong willingness to go deep fast. For delivery and commercial roles, awareness of what Datadog does matters more than hands-on depth.

Are these roles fully remote?

UK-based remote, with offices in Cardiff, London, and Dublin. Working pattern is discussed per role.

Do you work with recruiters?

We prefer direct applications. If you're a recruiter with clear role alignment, email careers@criticalcloud.ai.

Interested in joining Critical Cloud?

Send a cover letter and CV to careers@criticalcloud.ai, we'll be in touch when the right role opens.

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