About The Position

Sketchy is building the future of clinical education through storytelling, scalable platforms, and applied AI. As a Senior Software Developer, Backend, you will help lead the technical direction of our most critical backend systems and AI-enabled services, guiding architecture decisions that balance speed, reliability, and long-term maintainability. You will serve as a leader across teams, partnering closely with Product, Design, Data, and Frontend Engineering to turn ambiguous product goals into robust, production-ready systems. This role is ideal for an experienced backend engineer who thrives in high-ownership environments, and is excited to ship real-world AI systems that directly impact how clinicians learn and practice. Sketchy is hiring remote employees in these select US states: California, Colorado, Florida, Illinois, Massachusetts, Michigan, New Jersey, New York, Pennsylvania, Texas, Utah, and Washington! You’ll thrive here if you: Turn ambiguity into clear plans, tradeoffs, and execution paths Care deeply about reliability, observability, and operational excellence Believe applied AI should be pragmatic, measurable, safe, and cost-aware

Requirements

  • 6–10+ years building and operating production backend systems (consumer and/or B2B SaaS), including scaling, reliability, and distributed systems exposure.
  • Strong experience with AWS (EC2/Fargate/Lambda/Queues), Terraform (or comparable IaC), Redis, relational databases, and SQL (Postgres).
  • Strong experience with JavaScript/Node.js, TypeScript, and NestJS (or comparable modern frameworks).
  • Experience with Docker/containerization, CI/CD, and production deployment patterns.
  • Proven ability to design and ship scalable systems, and to make sound tradeoffs across APIs, data modeling, async patterns, caching, and migrations.
  • Strong instrumentation/observability skills (metrics/logging/tracing), performance debugging, and cost awareness (e.g., Datadog).
  • Clear communicator who collaborates well with technical and non-technical partners.
  • Comfortable in startup environments: ownership, pragmatism, and delivery under uncertainty
  • Practical 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.

Nice To Haves

  • Experience building internal platforms or developer tooling; background in edtech or learning analytics; familiarity with modern privacy and security best practices (PII handling, least privilege, secure-by-default).

Responsibilities

  • Lead the design and implementation of backend services and APIs for key product areas, balancing delivery speed with reliability, scalability, and maintainability.
  • Partner with Product and Design to clarify requirements, propose solutions, estimate effort, and deliver milestones with clear success metrics.
  • Build and operate applied AI features in production (e.g., LLM-backed workflows, evaluation/guardrails, retrieval patterns, experimentation, and monitoring) with a focus on quality, safety, and cost.
  • Contribute to architecture decisions through RFCs/design docs, proposing pragmatic patterns for service boundaries, data models, async workflows, caching, and migrations.
  • Write high-quality code and raise the bar through code reviews, pairing, and sharing best practices; mentor junior engineers as needed.
  • Improve operational health for the systems you own: observability, performance tuning, reliability improvements, and on-call outcomes.
  • Participate in an on-call rotation and help debug/resolve production issues; contribute to post-incident learnings and follow-ups.
  • Break down product requirements into well-scoped tickets and workstreams, coordinating with teammates to deliver predictably.

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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