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Fractional Chief Technology Officer (CTO)
Chicago, ILMarch 20th, 2026
Fractional Chief Technology Officer (CTO)About the CompanyFast-growing real estate technology startupIndustryReal EstateTypePrivately HeldAbout the RoleThe Company is seeking a Fractional CTO to play a pivotal role in providing senior-level technical leadership, architecture oversight, and strategic guidance during a critical growth phase. The successful candidate will be responsible for owning and evolving the company's technical vision and roadmap, guiding architecture decisions across various technical domains, and advising on AI agents, automation, and platform scalability. This role is ideal for someone who excels in the areas of hands-on engineering, systems thinking, and people leadership, and will involve a balanced focus on both coding and leadership to shape the product and engineering organization as the company scales. Applicants for the Fractional CTO position at the company should have a strong background in technical leadership, with a preference for those who have previously held CTO, VP Engineering, or similar senior roles. The role requires a candidate with a deep understanding of modern TypeScript/React ecosystems, experience in scaling multi-product platforms, and a proven track record of working with distributed teams. The ideal candidate will be startup-savvy, outcome-oriented, and comfortable with a work style that includes both asynchronous tasks and periodic live collaboration. Key responsibilities also include supporting and mentoring engineering leadership, evaluating third-party vendors, and partnering with the company's founders on technical strategy and risk management.Travel PercentLess than 10%FunctionsEngineering
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