John Harrington

Experience

1. Co-founder and CFO at Troublesome, Inc

   Troublesome, Inc

   Jul 2025 — Present · Tulsa, OK, US

   As a founding partner, Board Member, and Chief Financial Officer of Troublesome, Inc, I help shape the company’s strategy to redefine how work gets executed inside modern enterprises. Troublesome provides an agentic AI platform purpose-built for intelligent automation of end-to-end project execution—translating objectives into outcomes through autonomous, context-aware agents that plan, coordinate, execute, and adapt work across business systems. Unlike traditional project management or workflow tools, Troublesome embeds AI directly into operational processes, reducing execution friction, improving decision velocity, and increasing delivery reliability at scale. In my role, I oversee financial strategy and governance while partnering closely on product direction, ensuring responsible AI adoption that delivers measurable economic impact, sustainable competitive advantage, and accelerated value creation for customers.

Education

• The University of Oklahoma

  Bachelor of Business Administration (BBA), Management Information Systems, General

  1996 — 2000

• Universidad Autónoma de Guadalajara

  Spanish

  1999 — 1999

Skills

• Disaster Recovery
• Operations Management
• Security
• Solution Architecture
• Data Center
• Aix
• Itil
• Active Directory
• Operating Systems
• Systems Management
• Integration
• Infrastructure
• Enterprise Architecture
• Systems Analysis
• Technical Leadership
• Ldap
• Database Design
• Windows Server
• IT Strategy
• Team Leadership
• Management
• Leadership
• Unix
• Vmware Esx
• Systems Engineering
• System Administration
• Cloud Computing
• IT Operations Management