Joshua Cumpian
Director of Technology
↓About
Professional Summary
I’m a technology leader who bridges the gap between Development, SysAdmin, and Architecture. Over the past eight years I’ve evolved from freelance IT support into directing the full technology stack for a growing company — owning everything from cloud infrastructure and security posture to AI-driven automation pipelines.
An internal assessment found that outsourcing the work I handle would require 20+ personnel and double the company’s infrastructure costs. That efficiency comes from a systems-thinking approach: understanding how code, infrastructure, and operations connect, and building solutions that compound rather than accumulate technical debt.
I believe in shipping working software, automating the repetitive, and keeping architecture decisions grounded in real needs rather than speculative complexity.
Expertise
Skills & Technologies
Experience
Career Journey
Evolved from leading a development team to architecting the company’s entire cloud platform. An internal assessment concluded that outsourcing the work I manage would require over twenty dedicated personnel and double infrastructure costs. Today I own InfoSec policy, AI workflow integration, infrastructure automation, and the full software development lifecycle — keeping the technology stack lean, secure, and aligned with business goals.
Stepped into a leadership role owning technical direction, security posture, and cross-department automation. Managed the development team while continuing hands-on coding, establishing code review practices and deployment pipelines that reduced production incidents and accelerated feature delivery.
Joined as a full-stack developer building client-facing applications and internal tools. Quickly expanded scope to include cloud operations and security responsibilities, bridging the gap between development and infrastructure that would define my career trajectory.
Intensive internship at a respected development shop working alongside senior engineers on production applications. Built features with React, Ruby on Rails, and Docker in a test-driven development environment — an experience that sharpened both my technical skills and my understanding of professional software craftsmanship.
Transitioned from infrastructure into code, building websites and full-stack web applications for clients. This period was a deliberate pivot — applying years of systems knowledge to software development and discovering the intersection of operations and engineering that would become my specialty.
The career foundation — six years of hands-on IT support spanning help desk, network administration, and independent consulting. Built the systems-thinking mindset and troubleshooting instincts that later bridged development and operations, making the leap to DevOps and cloud architecture a natural evolution rather than a career change.