Principal Software Developer, Backend
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Job Description
Principal Software Developer leading backend systems and AI-enabled services at Sketchy. Drive technical direction and mentoring in a fast-paced environment with a focus on clinical education.
Responsibilities:
- Own architecture and technical direction for major backend systems and initiatives, balancing product velocity with reliability, scalability, and long-term maintainability.
- Lead cross-functional delivery with Product Managers and Designers by translating ambiguous problems into clear technical plans, milestones, and measurable outcomes.
- Design, build, and operate applied AI systems in production, including: LLM-backed workflows and services; Retrieval patterns (RAG), embeddings, and vector stores; Evaluation frameworks, guardrails, and quality measurement; Monitoring for latency, cost, failures, and model drift.
- Establish and uphold engineering best practices across the backend organization, including code quality, testing strategy, documentation, operational readiness, and incident response.
- Act as a force multiplier through technical mentorship, pairing, architecture reviews, and raising standards across the engineering team.
- Drive operational excellence by improving observability, performance tuning, cost efficiency, system reliability, and on-call outcomes.
- Participate in an on-call rotation to support production systems and lead investigations when issues occur.
- Break down complex product requirements into well-scoped workstreams that enable predictable execution and high-quality delivery.
Requirements:
- 10+ years of experience building and operating production backend systems in consumer and/or B2B SaaS environments, including scaling and distributed systems.
- Deep expertise in AWS and cloud-native architectures (EC2, Fargate, Lambda, queues) with Infrastructure as Code (Terraform).
- Strong experience with Node.js, TypeScript, and modern backend frameworks (NestJS or equivalent).
- Experience with Redis, Postgres, SQL, and data-intensive backend systems.
- Proven ability to design scalable architectures and lead complex technical decisions across APIs, data models, async workflows, caching, and migrations.
- Strong experience with Docker, CI/CD pipelines, and production deployment patterns.
- Expertise in observability, reliability, and cost optimization (metrics, logging, tracing; e.g., Datadog).
- Excellent communication skills and a strong record of ownership and delivery in fast-moving startup environments.
- Applied AI / Generative AI (Must Have)
- Hands-on experience shipping AI-enabled features into production, including LLM-backed workflows, retrieval patterns (RAG, embeddings, vector databases), evaluation and guardrails, and monitoring for quality, latency, cost, and model drift.
Benefits:
- 100% Individual Health Coverage - We got you covered!
- Equity - From day one, you’ll have a stake in our future growth.
- 401(k) - We support your financial future with up to 5% matching.
- Annual Company Retreat in Cool Places
- Flexible Time Off
- Annual Work Anniversary Stipend
- Monthly Wifi & Phone Reimbursement
- Short Term & Long Term Disability
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