CTO -> seeking CTO/VP/Director roles. Nearly two decades building and scaling technology operations. Grew marketplace revenue from zero to $1.4M across Amazon, Walmart, Michaels. Architected cloud-native shipping platform (Kotlin/K8s/Redis) outperforming carrier APIs by hundreds of ms. Migrated legacy AS/400 ERP to modern cloud WMS. Built AI/LLM tools using Anthropic API. Published open source author (Gleam & Node ecosystems). Co-founded ecommerce startup. Newsweek Best Online Shops recognition 5 consecutive years. Best fit: companies under 1,000 employees where technology directly drives revenue - ecommerce, retail, distribution, logistics, manufacturing, SaaS.
CTO with 14+ years building platforms and leading digital operations. Migrated legacy AS/400 to modern cloud infrastructure with zero downtime, architected integration platforms connecting ecommerce/ERP/marketplace systems, scaled operations from single-channel to multi-platform generating seven-figure revenue. Led cross-functional teams through digital transformation. Open source contributor. Looking for CTO/VP/Director roles at companies where technology enables business operations - ecommerce, logistics, distribution, manufacturing, SaaS.
CTO with 14+ years building platforms and leading digital operations. Migrated legacy AS/400 to modern cloud infrastructure with zero downtime, architected integration platforms connecting ecommerce/ERP/marketplace systems, scaled operations from single-channel to multi-platform generating seven-figure revenue. Led cross-functional teams through digital transformation. Open source contributor. Looking for CTO/VP/Director roles at companies where technology enables business operations - ecommerce, logistics, distribution, manufacturing, SaaS.
CTO with 14+ years building platforms and leading operations. Started as a sysadmin, grew into leadership by shipping systems that actually worked. ERP migrations with zero downtime. Warehouse automation that tripled productivity. Cloud infrastructure that significantly cut overhead.
Built integrations for everything from legacy AS/400 systems to modern microservices. Implemented AI automation and tooling. Contributed upstream to open source projects. Led cross-functional teams through the messy reality of keeping a business running while modernizing everything underneath it.
Looking for CTO/VP/Director roles at companies building real things: ecommerce, logistics, distribution, manufacturing, SaaS. I excel at digital transformation and aligning technology with business strategy. Comfortable being hands-on when needed, strategic when required. I've built teams, driven revenue growth, and owned business outcomes - not just shipped code.
If you need someone who understands both the tech stack and the business stack, let's talk.
Remote: Yes
Willing to relocate: Yes
Technologies: Java, Kotlin, Spring Boot, Kubernetes, Docker, PostgreSQL, Redis, Kafka, JavaScript, TypeScript, Python, Rust, Gleam, Svelte/SvelteKit, CI/CD, Oracle Cloud, AI/LLM (Anthropic API, PyTorch)
Résumé/CV: https://linkedin.com/in/jason-sipula | https://jasonsipula.com | https://github.com/SnakeDoc
Email: jason@jasonsipula.com
CTO -> seeking CTO/VP/Director roles. Nearly two decades building and scaling technology operations. Grew marketplace revenue from zero to $1.4M across Amazon, Walmart, Michaels. Architected cloud-native shipping platform (Kotlin/K8s/Redis) outperforming carrier APIs by hundreds of ms. Migrated legacy AS/400 ERP to modern cloud WMS. Built AI/LLM tools using Anthropic API. Published open source author (Gleam & Node ecosystems). Co-founded ecommerce startup. Newsweek Best Online Shops recognition 5 consecutive years. Best fit: companies under 1,000 employees where technology directly drives revenue - ecommerce, retail, distribution, logistics, manufacturing, SaaS.
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