AI Reliability & Security Operator
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About the Role
About Skyler Labs Skyler Labs is the company behind Skyler ONE, an AI sales-meeting-prep platform that lets a sales rep know before they go — per-meeting briefs, prospect research, branded decks, and follow-ups, delivered conversationally.
Key Skills for This Role
Full Job Posting
About Skyler Labs
Skyler Labs is the company behind Skyler ONE, an AI sales-meeting-prep platform that lets a sales rep know before they go — per-meeting briefs, prospect research, branded decks, and follow-ups, delivered conversationally.
What makes us different, and it matters for this role: we already run on an AI-native agentic operating system.
AI agents — Claude, ChatGPT, MyCL, coding agents — develop features, run QA, manage deployment handoffs, and operate the deploy pipeline every day.
This is not a "we're exploring AI" company.
The system exists and runs.
This is not a job to "introduce AI." It's a job to make a working agentic system safe to scale — turning founder-held discipline into enforced guardrails.
If you understand the agentic threat model and have a real platform-security background, keep reading.
The role
You'll make our agentic operating system safe to scale — so agents can move fast without ever touching production, credentials, or sensitive data without the right control in place.
You convert documented discipline into enforced guardrails.
What you'll do
- Own the agent control layer: permissions, secrets, deployment boundaries (staging vs a hard production gate), approval-gate enforcement.
- Harden the deploy pipeline: broken code can't deploy, the prod gate can't be bypassed, the live database can't drift out of band.
- Build observability and auditability — every agent action that matters is traceable and reviewable.
- Own rollback discipline and incident readiness.
- Run a lightweight, stage-appropriate security posture (least-privilege scopes, secret rotation, dependency hygiene) — no enterprise theater.
- What we're looking for
- Real DevOps / SRE / platform-security background: CI/CD, secrets management, cloud infra, observability, incident response.
- You genuinely understand the agentic threat model — how autonomous agents differ from human operators in blast radius and tool-abuse risk.
- Pragmatic and stage-aware: you size controls to a pre-scale startup and push back on premature complexity.
- Comfortable in our stack: Next.js (standalone behind nginx), Supabase (Postgres + RLS + Auth + Storage), OAuth, Stripe, Twilio, MCP-based tooling.
Bonus
- You've secured LLM/agent systems or MCP servers before.
- Compliance literacy (SOC 2 / data handling) for our first enterprise prospects.
- You write the guardrails as code, not just recommend them.
Location
& team
Remote, but preference is for candidates to be based in New York, Sweden or Dubai for overlapping working hours.
Small team, founder-led, fast.
This role starts fractional (~2 days/week) and converts to full-time as we scale.
Apply
Email Robin@skylerlabs.ai with a short note and your availability (days/week).
We'd love one thing in your application: the first guardrail you'd build for a system where AI agents run the deploy pipeline and apply DB migrations.
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