Windmill is a boutique digital product delivery company. Our team of designers, strategists, and engineers love to create great experiences. We design and develop delightful and functional digital products that solve tough problems and enable new opportunities for enterprises in complex industries such as banking & finance, healthcare, and compliance.
21 серпня 2026

Chief Technology Officer (вакансія неактивна)

за кордоном, віддалено

We are looking for a CTO who owns the technical direction of everything we build and who is equally comfortable in front of a prospective client. This is a dual-mandate role: internally, you are the final authority on architecture, technology choices, and engineering quality across all client projects; externally, you are the technical face of Windmill in pre-sales conversations, discovery workshops, and executive meetings.

Key Responsibilities

Technical Leadership & Delivery

  • Own all technical decisions across the project portfolio — architecture, technology stack, integration approach, and build-vs-buy calls — and set the standards teams design and build against.
  • Review and approve solution architectures and technical proposals before they go to clients or into delivery.
  • Define and enforce engineering standards: code quality, security, performance, scalability, and documentation, across both AI-generated and hand-written code.
  • Drive our AI-native delivery model — agentic coding tools (Cursor, Claude Code), LLM integration patterns, evaluation, and review discipline — and keep it evolving as the tooling changes.
  • Own the technology strategy for regulated domains: security architecture, data protection, and compliance-by-design for banking & finance, healthcare, and compliance clients.
  • Act as the escalation point for technical risk on live projects; step into troubled engagements and unblock them.
  • Grow the engineering organization: mentor tech leads and architects, shape hiring bars, and build technical career paths.
  • Partner with Delivery, Product, and Design leadership to keep estimates, scope, and architecture aligned with commercial reality.

Client-Facing & Business Development

  • Represent Windmill in meetings with prospective clients — present the company, our capabilities, our delivery model, and our track record to both technical and executive audiences.
  • Lead technical discovery: understand the client’s business problem, current landscape, and constraints, and translate them into a proposed solution and delivery approach.
  • Own the technical content of proposals, RFP responses, solution designs, estimates, and statements of work.
  • Handle technical due diligence and security questionnaires from enterprise procurement and compliance teams.
  • Build trusted-advisor relationships with client CTOs, CIOs, and product leaders, and support account growth after the deal closes.
  • Contribute to Windmill’s market positioning — thought leadership, conference talks, case studies, and points of view on AI-enabled product delivery.

Required Experience

  • 10+ years in software engineering, with 4+ years in a senior technical leadership role (CTO, VP Engineering, Head of Engineering, Principal Architect, or similar).
  • Proven track record of owning architecture across multiple concurrent projects, ideally in a consultancy, agency, or product delivery services environment.
  • Hands-on depth in modern full-stack development: React or Angular with TypeScript; Java, Node.js, Python, or Ruby on the back end.
  • Strong cloud and infrastructure background: AWS, Azure, or GCP; Docker, CI/CD, microservices, and event-driven architectures.
  • Practical experience with AI/LLM-based systems — integration, evaluation, and productionization — and with AI-assisted engineering workflows.
  • Experience delivering in regulated environments (fintech, healthtech, or compliance) with the security and data-protection practices these require.
  • Demonstrated pre-sales or client-facing experience: leading discovery, presenting to executives, and shaping proposals that won business.
  • Excellent spoken and written English (C1+) — you will present to clients in Europe and the US.

Personal Attributes

  • Decisive — comfortable making the final call with incomplete information, and owning the outcome.
  • Commercially minded — you understand that technical choices carry cost, timeline, and margin consequences.
  • Persuasive communicator — able to explain a complex architecture to a CFO and a business constraint to an engineer.
  • Pragmatic — you optimize for what ships and holds up in production, not for novelty.
  • Hands-on enough to earn engineers’ respect, senior enough to stay out of their way.

Nice to Have

  • Experience scaling a distributed engineering organization across multiple countries.
  • Track record of building a technical partner ecosystem (cloud, AI, or platform vendors).
  • Public speaking, published writing, or an established professional network in the product engineering space.
  • Additional European language.
  • Prior experience in a company of 100–300 people.

What We Offer

  • Competitive compensation and benefits package.
  • Remote-first work with a flexible schedule.
  • A genuine seat at the leadership table — you shape both how we build and what we sell.
  • Projects that span cutting-edge AI, UX, fintech, and healthtech domains, with enterprise clients across Europe and the US.

  • Opportunities for professional growth, training, and certifications.
  • A team that has been designing and delivering digital products for enterprises for over a decade.