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Founding Staff Engineer
Weekday (YC W21). Work directly with the founders and founding product designer to build, launch and rapidly improve the product .
Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates expertise in building and operating production systems with a focus on large language models, data modeling, and product decision-making. Capable of designing experiments and evaluations to enhance user experience and product retention.
Highest-signal resume keywords
Large Language ModelsProduction EngineeringSystem DesignTypeScriptNext.js
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Data ModelingAPIsConcurrencyBackground WorkProduction ReliabilityAI AgentsLLM EvaluationFull-Stack DevelopmentBenchmarksEvaluations
Soft Skills
Product Decision-MakingCommunicationChallenging FoundersUser Experience Focus
Tools & Technologies
Postgres
Industry Keywords
Consumer ProductsProduction SystemsExperimentsObservabilityEngineering Standards
Tech Stack
Tools & technologiesJavaScriptNext.jsPostgresTypeScript
About the role
Key responsibilities & impact- Work directly with the founders and founding product designer to build, launch and rapidly improve the product
- Ship the complete product from database to reader-facing interface
- Use coding agents for implementation while focusing on product decisions, experiments and AI trust boundaries
- Own the production loop, including data modeling, streaming, background work, concurrency, payments, credit ledger, deployment and observability
- Ensure production events are reconstructable for diagnosing failures
- Develop benchmarks and evaluations for continuity, character behavior, narrative quality and failure modes
- Design memory and context systems for stories spanning hundreds of turns
- Select and assign models to different tasks
- Own retrieval, orchestration, cost and latency decisions
- Establish maintainable engineering standards around agents
- Test multiple approaches rapidly and make evidence-based product and infrastructure decisions
Requirements
What you’ll need- 5+ years of experience
- Real production engineering depth
- Ability to build with models, context, memory and evals
- Experience shipping consumer products end to end
- Experience building and operating production systems with language models at their core
- Experience diagnosing and fixing failures with real users
- Ability to design experiments before building custom infrastructure
- Ability to build meaningful evaluations
- Strong knowledge of databases, APIs, concurrency, background work and production reliability
- Design instinct and confidence making product decisions without a detailed specification
- Genuine interest in product retention and user experience
- Ability to explain complex technical decisions in plain English
- Comfortable challenging founders and advisers
- Preferred: several years as a full-stack product engineer
- Preferred: experience as one of the first engineers at an early-stage company
- Preferred: strong technical education such as IIT, NIT, IIIT or BITS
- TypeScript, Next.js and Postgres experience
- Experience with frontier models over APIs and background jobs
- Must-have skills: Large language models, Backend, System Design
- Good-to-have skills: AI agents, LLM Evaluation, Full-Stack Development
Benefits
Comp & perks- Tooling, compute and model budget for real experiments
- Founders available daily and technical advisers available as a sounding board
- Broad ownership and a path to Head of Engineering as the team grows