Top CTO Jobs in Chicago, IL

Lead company technology vision and strategy, oversee R&D and deployment of software solutions, build and manage a high-performing engineering team, align technology with business goals, and ensure compliance with relevant laws and regulations.

Leads MVB’s enterprise technology strategy, modernization roadmap, architecture, infrastructure, and Banking-as-a-Service platform. Oversees enterprise applications, IT operations, core banking, lending, digital systems, networks, servers, and support functions. Partners with security, risk, compliance, data, and AI leaders to maintain regulatory readiness, resiliency, cybersecurity, and business continuity. Guides cloud migration, legacy transformation, vendor sourcing, fintech partner enablement, technical delivery, organizational development, and technology budgeting while remaining engaged in architecture and critical technical decisions.

Join Arootah's advisor network as a fractional CTO to provide project-based strategic and hands-on technology leadership for hedge funds, private equity firms, and family offices, focusing on infrastructure, systems architecture, cloud, cybersecurity, transformation, vendor selection, and technology risk management.

The Chief Technology Officer will own Phoenix’s technology and engineering organization, including technical strategy, architecture, AI roadmap, platform scalability, payments infrastructure, reliability, hiring, and engineering culture. The role leads development of AI agents for commerce, partners with product and business leaders, represents the technical vision to investors and partners, and helps guide company-wide strategy, budgeting, and organizational design.

Leads AmeriSave’s enterprise technology and AI organization, including software engineering, Azure infrastructure, SQL Server, security, networking, reliability, disaster recovery, and capacity planning. Owns the technology roadmap, budget, AI strategy, regulatory readiness, and executive communication while building engineering talent and maintaining highly reliable proprietary mortgage systems.

The Account CTO will be responsible for strategic technology leadership, defining technical strategies, and driving cloud transformation initiatives at an enterprise level while mentoring technical talent and influencing product strategy based on customer needs.

Lead technology strategy for key accounts, cultivate executive relationships, influence technology adoption, and drive cloud transformation initiatives at enterprise scale.

Lead technology strategy and architecture, manage engineering teams, oversee Shopify setups, and ensure systems support multi-channel e-commerce growth.

Lead a remote engineering org to define scalable SaaS architecture, build enterprise-ready platform foundations (reliability, observability, security), drive execution and delivery cadence, hire and develop engineering talent, and translate business priorities into technical plans while working with ML/AI and ad-tech use cases.

The role involves owning the architecture and initial product development for a system that interprets user behavior and makes real-time decisions in commerce. Responsibilities include defining system architecture, hands-on building, leading engineering teams, and collaborating with the founder on product direction.

Lead protocol and backend engineering for a high-performance Solana-based DEX. Architect and implement low-latency trading infrastructure in Rust, develop core exchange primitives (margin, liquidation, liquidity models), audit latency-critical code paths, and mentor teams to maintain rigorous engineering standards and reliability.

Lead end-to-end technology for a greenfield, white-label consumer engagement and rewards platform. Define architecture, build scalable backend and infra for real-time events, points/wallet systems and tokenised rewards, oversee web and mobile products, integrate external systems, ensure production readiness and security, and hire and scale the engineering organisation while transitioning from hands-on delivery to strategic leadership.