About the Opportunity

We are seeking an exceptional hands-on CTO / Co-Founder to lead technology strategy, product architecture, and engineering execution for an early-stage AI company focused on transforming complex financial and operational workflows within a highly regulated industry.

This is a unique opportunity to join a well-funded venture at the earliest stages and play a foundational role in building both the product and the company. The ideal candidate will combine deep technical expertise with entrepreneurial drive and the ability to move quickly from concept to scalable commercial product.

This is not an advisory role. The successful candidate will be expected to actively design, build, and lead the development of the platform while recruiting and managing the initial engineering team.

What You'll Build

The company is developing an AI-powered platform that leverages workflow automation, data integrations, and advanced analytics to streamline complex business processes, reduce manual effort, improve accuracy, and increase operational visibility.

Key areas of focus include:

• AI-powered workflow automation
• Business process optimization
• Data ingestion and normalization
• Secure API integrations
• Transaction and workflow management systems
• Operational intelligence and decision support
• Scalable cloud-based infrastructure

Responsibilities

• Own the technology vision, architecture, and engineering roadmap
• Build and launch the initial product from concept through production
• Design secure, scalable, and high-performance systems
• Evaluate and select the technical stack and development tools
• Develop AI-enabled workflow automation capabilities
• Lead integrations with third-party systems and data sources
• Recruit, hire, and mentor the initial engineering team
• Collaborate closely with executive leadership, investors, advisors, and customers
• Scale the platform from MVP to commercial deployment

Required Qualifications

• Bachelor's degree in Computer Science, Engineering, or a related technical field
• 10+ years of software engineering and technical leadership experience
• Proven experience building and launching software products from concept to production
• Strong hands-on software engineering and system architecture background
• Experience designing scalable, secure, production-grade applications
• Experience leading engineering teams and technical roadmaps
• Strong product mindset and ability to work in fast-moving environments
• Excellent communication and leadership skills

Preferred Qualifications

• Experience building AI-powered products or workflow automation platforms
• Experience in regulated, data-intensive, transaction-heavy industries
• Experience with enterprise SaaS, fintech, healthcare technology, payments, or workflow platforms
• Startup, founder, or early-stage company experience
• Experience integrating external systems through APIs and data pipelines
• Experience working directly with customers and executive stakeholders

Ideal Candidate

The ideal candidate is a builder and leader who enjoys solving difficult technical problems, creating products from the ground up, and operating in an entrepreneurial environment. This individual should be comfortable balancing hands-on engineering work with team leadership, product development, and strategic decision-making.

Additional Information

• Full-time position
• Onsite in New York City
• No sponsorship available
• U.S. work authorization required

Qualified candidates are encouraged to apply with a resume highlighting product development, technical leadership, startup experience, and scalable platform architecture experience.

Diverse Systems Group, LLC (DSG), is a minority-owned 8(a) firm that creates custom information technology and business solutions for government agencies, systems integrators and government contractors. Our experience and commitment to client relationships enables us to provide creative, innovative and cost-effective solutions. DSG is a premier provider of information technology and business solutions to government agencies, system integrators and government contractors. Our project management experience and commitment to client relationships enable us to provide creative and cost-effecti