Staff Software Engineer, Infrastructure

Role Description

The roadmap isn't handed to you here. You'll help write it — and you'll be the reason it stays up.

As a Staff Software Engineer focused on Infrastructure at Wisdom, you'll set the technical direction for reliability across the company — and own the systems behind the systems:

• The deploy pipeline
• The observability
• The capacity controls
• The failure-handling

This is a force-multiplier role on a small, high-trust team. Your job isn't just to fix what breaks; it's to make the whole organization operate at a higher reliability bar — to build the practices, the guardrails, and the instincts that mean fewer things break in the first place, and the team can handle the ones that do without you in the room.

Wisdom's stack is TypeScript, Node.js, React, Postgres, and AWS, with LLM-driven agents (Mastra, Anthropic) making high-stakes billing decisions in production. The problems we're solving are legitimately hard:

• Keeping inconsistent insurance integrations alive
• Making AI pipelines fail safe instead of failing loud
• Running HIPAA-compliant infrastructure that genuinely can't go down

In your first year, you'll have defined what reliability means at Wisdom and built the function to deliver it:

• A real observability and SLO practice
• An incident process that runs without heroics
• Agentic pipelines that degrade gracefully instead of taking prod down with them
• A team that's measurably better at operating production because of how you've raised the bar

This is a fully remote role reporting directly to the Head of Engineering.

Qualifications

• 8+ years running production systems
• Track record of operating at staff/principal scope
• Experience operating at scale under pressure
• Ability to multiply the people around you
• Deep AWS (or GCP) experience
• Strong with infrastructure as code (Terraform), containers and orchestration (ECS/Kubernetes), and CI/CD
• Hands-on production experience operating at least one major LLM API
• Strong command of TypeScript/JavaScript
• Deep experience with relational databases
• Default to ownership and move toward the pager
• Direct, intellectually honest, and collaborative

Requirements

• Set the reliability strategy for the platform
• Own observability end-to-end
• Define how we operate AI-powered agentic workflows at scale
• Harden the integration surface with dental insurance carriers and practice management systems
• Own deploy and release engineering
• Build the incident practice, not just lead incidents
• Raise the bar through others
• Take on ambiguous, undefined, company-level reliability problems

Company Description

Wisdom blends industry expertise with advanced technology to make dental practices work better for everyone involved. We believe dentistry is about people, and we exist to make the future of dentistry stronger and more sustainable for dentists, their teams, and the patients they serve.

Coming from a fresh $21M Series A round of funding, we are looking for exceptional candidates to help us build a category-defining company. Wisdom has employees across the US.