Head of Technology and Engineering

CTO / VP of Engineering B2B AI Start Up | Hospitality Technology
Williamsburg, Brooklyn, NY (fully in-office)
Compensation: $225-275k base salary depending on experience + meaningful equity

Our client is building an AI-powered platform that helps independent hotels grow revenue and simplify operations. Starting with digital marketing, they’re replacing disconnected software, agencies, and manual workflows with a more unified way to run the business.

With live hotel customers across North America and a recently closed $11M seed round, the company is hiring a hands-on technical leader to own engineering and help build its next chapter.

Set technical direction and make pragmatic architecture decisions that support today’s customers and tomorrow’s growth.
Stay active in the codebase, shipping critical features and solving difficult technical problems.
Build dependable integrations, data systems, and AI-powered workflows.
Strengthen reliability, security, observability, and engineering quality without introducing unnecessary process.
Work with the CEO and customers to translate business problems into product priorities.
Establish thoughtful AI-assisted development practices across testing, code review, documentation, and human oversight.

In your first 90 days, you’ll get close to the product and codebase, establish clear technical ownership, improve reliability, and shape architecture and hiring priorities—all while continuing to ship.

You can move from a customer conversation to an architecture decision to debugging production code. Recent, substantial experience building and operating production software across modern web, cloud, and data technologies.
Meaningful experience shipping LLM-powered or agent-based systems beyond prototypes.
Practical understanding of AI evaluation, tool use, context management, failure recovery, and the tradeoffs between cost, latency, and reliability.
You challenge assumptions, understand customer needs, and help decide what’s worth building.
Comfort with early-stage ambiguity and a bias toward useful, well-built software.
Experience in vertical SaaS, complex integrations, workflow products, hospitality, or travel is helpful.
Familiarity with our tech stack: TypeScript across the full stack. Backend: NestJS, Postgres, TypeORM. Frontend: React, Next.js, Tailwind CSS. AI: Anthropic and OpenAI models through the Vercel AI SDK, ElevenLabs for voice, and production agentic workflows. Infrastructure: AWS and Vercel, with Stripe for billing.

Build on existing customer traction rather than starting with an untested concept.
Help solve concrete business problems with production AI.
A cash-and-equity package calibrated to experience and scope.