Head of Engineering, BLUE SARAH

As our Head of Engineering, you will be the most senior fingers on the keys technical leader in the company. You will own the operation of the product platform end-to-end, including the architecture, delivery, security, cost, and uptime, while working directly alongside the CEO,CRO, CTO, and investors, and early customers.

You inherit a clean, well-architected codebase, thorough design documentation, and a focused list of hard engineering problems to solve.

What You Will Do ● Ship Core Code: Act as our primary hands-on builder for at least the first year, writing production code across backend services, browser automation engines, and mobile/web applications. ● Lead Platform & Security: Take our production environment through pre-GA security assessments and PCI DSS compliance (SAQ-D posture). ● Solve Hard Engineering Problems: Optimize real-time LLM chat streaming, scale resilient multi-browser checkout automation, and execute our long-term mobile strategy. ● Build & Scale the Team: Assist in hiring, lead, and mentor and managing our engineering team while establishing a disciplined engineering culture and evaluating build-vs-buy tradeoffs.

Who We Are Looking For ● 5+ years of production software experience, with 3+ years working as a tech lead or startup technical founder ● Full-Stack Proficiency: Deep expertise in TypeScript (Node/Bun), relational and vector databases (Postgres, pgvector), and cloud infrastructure (AWS, Terraform). ● Security & Compliance Mastery: Experience shipping software that handles payment card data or leading systems through PCI DSS, SOC 2, or equivalent audits. ● Applied LLM Experience: Practical experience delivering LLM-backed applications, with an acute focus on latency optimization, token streaming, cost control, and model evaluation. ● Bias for Simplicity: Strong conviction around minimal, well-documented architectures over overly complex frameworks.

Nice to Have: ● Scaling browser automation (Playwright). ● E-commerce/retail integrations. ● Experience with Rust, SvelteKit, or React Native / Expo. Stack Snapshot ● Core Application: TypeScript on Bun, SvelteKit, Redis Streams background workers ● Data Layer: Postgres 18 with pgvector, Drizzle ORM, AWS KMS column-level encryption ● AI & Automation: Vercel AI SDK (swappable model architecture), Playwright automation engine ● Infrastructure & Security: AWS ECS Fargate, Terraform, GitHub Actions (OIDC), Tailscale, PCI DSS SAQ-D ● Mobile: React Native (Expo) / proposed native Rust core integration

We offer competitive equity and salary packages commensurate with a startup leadership role, and flexible vacation policies.