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Founding Infrastructure / Platform Engineer

Silkline

Chicago$180k–240kOn-site1mo ago
Employment
Full-time

About the role

Overview

The Founding Team

The Opportunity

Looking back on your first 12 months at Silkline, you will have...

  • Owned the architecture and operation of Silkline's cloud platform on AWS, codified in Pulumi
  • Built the data infrastructure practice — replication, backups, performance, and disaster recovery for Postgres
  • Built the developer platform that lets a small team ship like a larger one — CI/CD, preview environments, deploy safety, codegen pipelines, local dev parity
  • Matured the observability and on-call practice on Datadog, OpenTelemetry, Posthog, and Sentry — real SLOs, useful dashboards, postmortems people actually read
  • Maintained SOC 2 and ITAR, expanded our AWS GovCloud footprint, and led the company through FedRAMP authorization and the CMMC / NIST 800-171 controls our customers ask for
  • Made Trigger.dev a dependable backbone for syncs and integrations, with clear recovery paths when things break
  • Made our AI infrastructure (Bedrock, Cerebras, Braintrust evals) reliable and observable as it becomes a bigger part of the product

What you bring to Silkline

  • 5+ years in infrastructure, platform, or SRE roles at companies that care about reliability, including some early-stage experience where you wore many hats
  • Deep Pulumi expertise — or deep Terraform / CDK and willingness to go all-in on Pulumi. You think in IaC, ship reusable components, and can read a state file
  • AWS depth — not "used EKS once" depth, but "debugged VPC routing at 2am and have strong opinions on IAM" depth
  • Postgres operations chops — you've tuned queries, run replication, migrated tens of millions of rows without downtime, and know what `pg_stat_statements` is for
  • Production discipline — you've owned an on-call rotation, written useful postmortems, and know the difference between a real SLO and a vanity SLO
  • Builder mindset — you'd rather build the right abstraction than wire up another state-management script. You ship code, not just configs.
  • Comfort with ambiguity and early-stage chaos — priorities shift, scope shifts, and you own the outcome anyway

Bonus

  • Took a company through FedRAMP (Moderate or High), CMMC, NIST 800-171, or maintained SOC 2 Type II at scale
  • AWS GovCloud (US) production experience
  • Familiarity with handling export-controlled (ITAR / EAR) or CUI data in cloud environments
  • Multi-tenant SaaS with per-customer SSO, data isolation, or compliance scoping (we run per-organization Auth0 tenants today)
  • Trigger.dev, Inngest, Temporal, or other durable-execution background-job platforms
  • Next.js production deployment experience (edge, ISR, preview environments)

Our stack

What this is not

Compensation

Perks & benefits

  • 401k
  • Equity Compensation

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