Hi, my name is

Sterling Kooshesh.

Architecting Deterministic AI.

A Senior Software Architect with 20+ years of experience specializing in distributed systems and bounded-context AI orchestration. I build tools that turn LLM unpredictability into production-ready software.

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Forecasting & Frameworks

I have a consistent pattern of working ahead of industry trends rather than reacting to them. Long before today’s focus on agentic loops, I was already achieving near–one-shot, deterministic outcomes by aggressively constraining context.

My approach focuses on reducing ambiguity and making AI systems reliable enough for real production use, not just compelling demos. Across my work, patterns I develop tend to reappear 18-24 months later under new names—whether framed as agent memory, Vibe Kanban, or stateful AI workflows.

"Where common agents rely on persistence to converge, my frameworks converge by design through upfront structure and bounded scope."

Technical Mastery

AI Orchestration

Expertise in LLM integration, vector databases, and structured data pipelines. Specialist in "clood file" patterns for explicit prompt-to-file binding.

Distributed Backends

Deep experience in C#, .NET Core, and Python for enterprise-grade distributed systems. High-performance API design and microservices architecture.

Cloud & DevOps

Mastery of AWS/Azure, Docker, and IaC (Terraform). Proven record scaling platforms from MVP to enterprise-grade with high observability.

Innovation Timeline

The Clood Framework

Developed structured "clood files" to bind prompts to finite file sets. Achieved multi-file changes without iterative looping (deterministic one-shot).

Claude 3.5 Context Management Deterministic AI

FullStackAI

Proprietary code generation engine that automates publishing and boilerplate generation, maintaining high development velocity at scale.

C# AI Automation Code Generation

Sleepy CMS

Deployment engine managing 1,000+ websites, increasing velocity from 5/day to 500/hour via optimized architectural design.

.NET ServiceStack High Velocity

Professional Journey

Founding Engineer @ Bucket AI

2025 — Present

  • Architected and launched core AI platform from the ground up, establishing technical foundations for the product suite.
  • Designed scalable workflows integrating LLMs with enterprise data sources using Python and Node.js.
  • Implemented high-performance real-time data ingestion and automated CI/CD pipelines.

Principal Software Architect & Owner @ The HTML Crew

2004 — Present

  • Designed multi-tenant CMS managing 1,000+ sites, increasing deployment velocity by 10,000%.
  • Owned end-to-end systems for eCommerce workflows, payment integrations, and automated publishing.
  • Mentored distributed engineering teams and established architectural standards for long-term clients (15+ years).

Lead Software Engineer @ WeAreTheMighty.com

2016 — 2018

  • Modernized platform architecture, resulting in a 200% increase in ad revenue and 300% server cost reduction.
  • Led migration to React, reducing user bounce rates from 80% to under 20%.
  • Optimized API response times from 13 seconds to sub-millisecond levels under heavy load.

Lead Developer (Contract) @ Propel Logic / Wheatland Techs

2012 — 2015

  • Architected backend systems for global driver tracking and real-time geospatial data pipelines.
  • Delivered .NET Core enterprise solutions and offline-sync applications for internal platforms.

Lead Developer (Contract) @ GoVista

2008 — 2011

  • Sole developer for an Android application with 250,000+ installs.
  • Managed full-stack architecture, performance, and scaling for early mobile markets.