Fractional CTO (Startup & AI-Driven Teams)
Join Our Team
Oowlish, one of Latin America's rapidly expanding software development companies, is seeking experienced technology professionals to enhance our diverse and vibrant team.
As a valued member of Oowlish, you will collaborate with premier clients from the United States and Europe, contributing to pioneering digital solutions. Our commitment to creating a nurturing work environment is recognized by our certification as a Great Place to Work, where you will have opportunities for professional development, growth, and a chance to make a significant international impact.
We offer the convenience of remote work, allowing you to craft a work-life balance that suits your personal and professional needs. We're looking for candidates who are passionate about technology, proficient in English, and excited to engage in remote collaboration for a worldwide presence.
About the Role
Many early-stage and growth companies need senior technical leadership, but not always on a full-time basis. They need experienced leaders who can: • Define technical architecture that scales with the company • Align product vision with engineering execution • Guide engineering teams through growth and complexity • Introduce discipline without slowing momentum • Use AI as a force multiplier across the development lifecycle
This is not a ceremonial CTO role. This is hands-on strategic leadership with real influence across high-potential startups. We are connecting with leaders who want to operate across multiple ventures, while partnering with a strong engineering organization capable of executing at speed.
What You Will Do • Define and evolve scalable architecture from early-stage to growth • Make high-impact technical decisions under uncertainty • Partner directly with founders on product and technology strategy • Lead and mentor distributed engineering teams • Establish lean, high-velocity development processes • Integrate AI tools and workflows to increase development speed and quality • Evaluate technical debt pragmatically and prioritize what matters • Support hiring decisions and engineering organization design when needed
Proven Technical Leadership • Experience as CTO, VP of Engineering, or senior technical leader • Track record of taking products from 0 ? 1 and 1 ? scale • Deep architectural experience across modern tech stacks • Strong cloud and distributed systems expertise
Startup Execution Mindset • Comfortable operating in ambiguity • Understands capital efficiency and startup constraints • Moves fast while staying pragmatic • Focuses on impact rather than perfection
AI-First Engineering Mindset • Practical experience using AI tools to accelerate development, prototyping, testing, and documentation • Understands where AI increases velocity and where engineering judgment is essential
Distributed Leadership • Experience leading distributed, nearshore, or offshore engineering teams • Ability to build trust and performance across time zones • Strong communication skills with both engineers and business leaders
Why This Is Different • Focus on technical leadership and strategy, not delivery management • Operate across multiple companies and high-growth environments • Work alongside a partner that provides deep engineering execution capacity • Flexible engagement models designed around impact and outcomes
Come join us in breaking the mold and revolutionizing the tech landscape!
