Head of Engineering

the Company • New York, NY

11h • Hybrid

About The Position

The Head of Engineering will own the technical vision, build and lead the engineering organisation, and guide an AI-native intelligence platform through its next stage of growth. Reporting directly to the CEO and working closely with a small, senior founding team, this principal-level leader will shape technical direction and engineering culture while balancing strategic architecture, team development, and hands-on software delivery.

The role oversees the platform’s technical roadmap and architecture across backend infrastructure, data pipelines, search systems, and AI-powered applications. It leads the delivery of document processing, contract analysis, invoice verification pipelines, and AI agents, ensuring production systems are reliable, scalable, secure, and appropriate for enterprise customers. The Head of Engineering remains hands-on as needed through code reviews, technical problem-solving, and critical engineering decisions.

The position also builds and develops a high-performing engineering organisation, establishes engineering standards and practices, and partners with executive and commercial leadership to align engineering priorities with business goals and customer needs. The role may represent the technical vision to customers, prospective clients, and investors. The company’s platform processes complex contracts and operational data to identify hidden costs, detect compliance gaps, and verify business expenses. It serves customers in the United States, Canada, and Ireland and supports approximately $67 billion in customer assets under management. The company has SOC 2 Type I and Type II certification.

Requirements

• Significant experience in a senior engineering leadership position, such as CTO, VP of Engineering, Head of Engineering, or Founding Engineer at a funded startup.
• Proven track record of taking a product from early traction through significant growth and scale.
• Strong hands-on engineering background building and shipping production systems at scale.
• Ability to review production code, evaluate architectural decisions, and provide technical leadership to experienced engineers.
• Experience operating in early-stage or growth-stage startup environments.
• Demonstrated ability to recruit, build, and lead high-performing engineering teams.
• Experience developing production-grade AI-native systems, including retrieval-augmented generation (RAG) pipelines, LLM orchestration, and evaluation frameworks.
• Strong technical expertise in backend infrastructure, data pipelines, and search systems.
• Experience building and operating data-intensive platforms that process large volumes of structured and unstructured information.
• Understanding of enterprise software requirements, including security, compliance, multi-tenancy, and integrations.

Nice To Haves

• Experience in fintech, proptech, legaltech, or related domains involving financial document processing, accounts payable, or contract management.
• Experience leading engineering teams distributed across multiple time zones.
• Previous experience hiring and scaling engineering teams.
• Production experience with Node.js, TypeScript, PostgreSQL, Elasticsearch, and job-queue pipelines such as BullMQ or Amazon SQS.
• Experience with AWS or Google Cloud Platform (GCP).

Responsibilities

• Define and own the long-term technical roadmap for the AI-native infrastructure platform.
• Balance immediate product delivery with scalable, maintainable, and reliable technical foundations.
• Guide architectural decisions across backend infrastructure, data pipelines, search systems, and AI-powered applications.
• Build, recruit, and lead a high-performing engineering organisation.
• Establish engineering standards, development practices, and a culture of ownership and accountability.
• Attract strong engineering talent and develop a team capable of delivering complex enterprise software.
• Set technical expectations and maintain high standards for engineering quality.
• Oversee development and delivery of document processing, contract analysis, invoice verification pipelines, and AI agents.
• Ensure production systems are reliable, scalable, secure, and suitable for enterprise customers.
• Contribute to code reviews, technical problem-solving, and critical engineering decisions as needed.
• Partner with executive and commercial leadership to align engineering priorities with business objectives and customer requirements.
• Translate customer and business needs into technical strategy and product execution.
• Represent the technical vision in discussions with customers, prospective clients, and investors when required.

Benefits

• Equity participation of 1%–2%.
• Opportunity to shape the technical vision, engineering organisation, and product direction of a growing AI-native enterprise platform.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed