James Castillo is a seasoned technology leader and founder with over two decades of experience scaling engineering organizations and turning technical strategy into measurable business outcomes. As Co-Founder & Head of Engineering at RepairWise.pro he is applying his expertise in cloud-native architecture, payments, and compliance to reinvent electric vehicle diagnostics. Previously he grew CHEQ’s engineering team from 0 to 54 across three continents, built stadium-scale payment platforms with 99.99% uptime, and helped drive four successful acquisitions across his career. A PCI-DSS v4.0 certified architect with hands-on Kubernetes and FinOps experience, he combines board-level communication and P&L ownership with day-to-day engineering judgment. Notably, his infrastructure transformations have repeatedly unlocked substantial cost savings—one effort freed $600K annually—showing his focus on engineering that funds product innovation. Based in San Francisco, he excels at bridging technical possibility and business reality while mentoring distributed teams to deliver durable value.
11 years of coding experience
25 years of employment as a software developer
Bachelor of Arts - BA Computer Science, Bachelor of Arts - BA Computer Science at Case Western Reserve University
Contributions:89 pushes, 1 branch in 3 years 11 months
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James Castillo - Co-Founder & Head Of Engineering at RepairWise