Top CTO Jobs in Chicago, IL

Lead technology strategy and unify four product lines into a secure, scalable SaaS ecosystem. Modernize legacy code, integrate platforms and escrow/banking systems, drive customer-facing AI, mentor engineering leaders, and align technology with business and regulatory needs.

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 CTO will lead the technical vision, oversee backend systems, drive architectural choices, and scale the engineering organization while ensuring compliance and security frameworks are met.

Lead and build the company's technology function: modernize internal systems, unify employment and payroll pipelines, own the system of record, harden data pipelines and analytics, enforce security and AI governance, and grow a resilient BI/systems team. Deliver an architecture and roadmap, run migrations and pilots, and support a presidential-scale campaign cycle on scalable foundations.

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

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.

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.

Senior, customer-facing technical leader who defines and governs end-to-end solution architectures and multi-year technology roadmaps for a large CSP. Engages with customer CxOs, aligns cross-BG architecture across network, cloud, and IT, supports value-based selling with ROI/TCO models, and drives innovation and co-creation with product, R&D, and delivery teams.

Lead the technical vision and product engineering at Deeter Analytics, focusing on systems architecture, high-velocity execution, and mentoring a small senior team.