Apply

Ready to go for it?

AI Apply speeds things up—apply directly if you prefer.

FREE ACCESS
5,000–10,000 jobs/day
JobTailor Logo

See all jobs on JobTailor

Search thousands of fresh jobs every day.

Discover
  • Fresh listings
  • Fast filters
  • No subscription required
Create a free account and start exploring right away.
Cachet

AI Operations Engineer

Cachet

AI Operations Engineer defining infrastructure for Cachet's insurance solutions. Building AI-powered internal tools and automations to improve operational efficiency.

Posted 6/1/2026full-timeTallinn • 🇪🇪 EstoniaMid-LevelSeniorWebsite

Tech Stack

Tools & technologies
AWS

About the role

Key responsibilities & impact
  • You will embed across every team at Cachet, understand how we work at the detail level, and build the AI-powered infrastructure that makes us dramatically more efficient.
  • This is equal parts listening, research, and engineering, you'll spend real time with stakeholders, earn their trust, diagnose what's broken or slow, and then ship something that fixes it.
  • You will do the workflow diagnosis.
  • You will shadow real work, spot inefficiencies, identify broken loops, and turn messy human processes into sharper, AI-augmented systems.
  • On top of that, you'll build and maintain what we call the AI Brain: company-level intelligence systems that help Cachet remember decisions, retrieve context, avoid repeated work, and compound institutional knowledge in the right direction.
  • Reporting directly to the CTO, you'll work within a clear strategic direction and have real autonomy in how you get there.

Requirements

What you’ll need
  • Mid+ or senior engineer with hands-on experience building with LLMs in production
  • Proven ability to build and ship internal tools, agents, or automations end-to-end
  • Comfortable with AWS and containerization; you can own infrastructure, not just code
  • Experience integrating with SaaS tooling and internal APIs
  • You default to building rather than workarounds and you know when not to build
  • As comfortable in a 1:1 with a non-technical colleague as you are in a terminal, you translate between 'here's a problem' and 'here's what I'll ship'.

Benefits

Comp & perks
  • Flexible work arrangements

ATS Keywords

✓ Tailor your resume
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
LLMsinternal toolsautomationinfrastructure managementAWScontainerizationSaaS integrationAPI integration
Soft Skills
listeningresearchstakeholder managementtrust buildingdiagnostic skillsproblem-solvingcommunicationtranslation between technical and non-technical