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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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