
Head of Engineering
3 weeks ago
About the Role
We're an ambitious, AI-native company in prop-commerce. The next 12–18 months are about turning hard, ambiguous problems into robust systems with real users. We're looking for a Founding Engineer who thrives on building end-to-end: designing data models, writing production code, and shipping fast.
This is a hands-on IC role (no people management at the start). You'll be the technical bedrock - building the first versions of complex systems, then scaling them into reusable patterns as the team grows.
What You'll Build in the First 6 Months
- AI platform capabilities: Prompt orchestration, retrieval, function calling, streaming UX, and evaluation guardrails.
- High-throughput content processing: Ingestion pipelines, storage, delivery, with observability + cost control.
- Identity, privacy, and trust: Consent-driven flows, signed tokens, rate limits, audit trails, abuse prevention.
- Data platform: Normalize external data, model entities/relationships, and expose clean APIs.
- Product surfaces: Ship Flutter apps (buyer/seller) and ReactJS dashboards with reliability and performance budgets.
- Operational excellence: Monitoring, alerting, automated tests, incident playbooks, and a sane release cadence.
Tech Stack
- Backend: Java 23, Spring Boot 3, Python
- Database: PostgreSQL
- App: Flutter
- Admin & Seller Web: ReactJS
- Cloud: AWS (EC2, RDS, S3)
- AI Tooling: OpenAI/Anthropic APIs, vector search (pgvector/Pinecone), LangChain/LlamaIndex (pragmatic, not bloated).
Must-Haves
- 6 - 10+ years building production systems as the primary builder. Exceptional earlier-career builders welcome with proof.
- Hands-on Java + Spring Boot experience, plus comfort with Python.
- Exposure to Flutter or ReactJS in production.
- Strong systems thinking: data models, performance budgets, failure handling.
- Security & privacy instincts: PII handling, consent flows, audit trails.
- Excellent written communication: crisp docs, READMEs, and runbooks.
Nice-to-Haves
- AI production experience (retrieval, evals, streaming, failure handling).
- Media processing at scale (transcoding, delivery, captioning).
- Marketplace/fintech trust & safety (risk signals, abuse prevention).
- Growth engineering (instrumentation, experimentation).
What You Won't Do (to start)
- Manage people - this is a builder role first.
- Architect by slide deck - your design docs end in merged PRs and measurable user impact.
Career Path & Title
Start as Head of Engineering. Over time, choose your track:
- Principal/Distinguished IC (maximizing technical leverage), or
- CTO/VP Eng (when a team exists and needs leadership).
Compensation
Competitive salary + meaningful ESOP. We are biased toward outsized ownership for outsized builders. 4-year vest (1-year cliff); accelerated vesting possible for milestone-based outcomes.
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