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Fractional AI Leader & CTO

Zach
Smith

Fractional AI Leader & CTO — AISymmetric

Full-stack engineer and technical leader with 22 years of experience building and shipping production software. Co-founded and scaled a B2B SaaS platform over 18 years as CTO. Now helping organizations adopt AI-native development to accelerate product delivery.

Deep product judgment meets hands-on engineering

Zach Smith

From concept to working product — fast.

Zach is a full-stack engineer and technical leader who combines deep product judgment with hands-on engineering to go from concept to working product fast. With 22 years of experience building and shipping production software, he co-founded and scaled Channeltivity — a B2B SaaS platform — from zero to profitability and industry prominence over 18 years as CTO.

Now building AI-native applications with TypeScript, React, and Node.js, Zach uses tools like Claude Code to architect and deliver complete systems at startup speed. He brings a rare combination of strategic vision and technical depth, having led cloud migrations, SOC 2 audits, and globally distributed engineering teams while maintaining hands-on development velocity.

AISymmetric AISymmetric — Fractional AI Leader & CTO

Professional experience

Quest Mouse (Analog Method LLC) Oct 2025 — Present
CEO & Developer
  • Building an AI-native voice application using TypeScript, Node.js, React, PostgreSQL, and Supabase
  • Integrated multiple LLMs (Gemini, ChatGPT) for real-time conversational AI with voice interaction via LiveKit
  • Full product lifecycle: concept, architecture, development, and deployment as a solo developer using AI-assisted tools
Written Word Media Jun 2025 — Present
CTO & Product Lead (Contract)
  • Hands-on CTO for a revenue-generating media platform, owning execution across product and engineering
  • Redesigned operational workflows using AI-assisted tooling and custom automation, reducing manual effort by up to 95%
  • Rolled out Claude Code to the development team, integrating AI-assisted development into daily engineering workflows
  • Implemented product analytics (PostHog) for data-driven visibility into user behavior and system health
  • Managed development team, led agile ceremonies, coordinated releases and migrations
Channeltivity Jun 2007 — Mar 2025
CTO & Co-Founder
  • Co-founded and built a B2B SaaS platform from zero, serving as lead architect, product strategist, and engineering manager for 18 years
  • Designed and built the full application stack: C# .NET backend, JavaScript/TypeScript frontend, SQL Server database, Azure cloud infrastructure
  • Led multiple cloud migrations and platform modernizations on Microsoft Azure
  • Implemented real-time translation using Azure AI for multi-language support
  • Built bi-directional integration framework syncing with Salesforce, HubSpot, and other CRMs
  • Hired, managed, and mentored a globally distributed engineering team
  • Led four SOC 2 audits with zero exceptions while maintaining development velocity
Analog Method Nov 2001 — Jun 2012
CEO & Co-Founder
  • Founded and scaled a digital agency, leading design and technical teams to deliver solutions for clients
  • Successfully sold the company in 2012

Key achievements

95% Reduction in Manual Operations

Through AI-assisted automation and workflow redesign

18-Year SaaS Platform

Built and scaled from zero to profitability and industry prominence

4 SOC 2 Audits — Zero Exceptions

Maintained compliance while preserving development velocity

Technical expertise

Languages

TypeScript JavaScript C# .NET SQL PHP

Frontend & Backend

React Next.js Node.js .NET PostgreSQL SQL Server Supabase

Infrastructure

Microsoft Azure Google Cloud Cloudflare Azure DevOps CI/CD Pipelines GitHub

AI & Tools

Claude Code ChatGPT Gemini Azure AI LiveKit (Voice AI) Cursor PostHog

Academic foundation

University of Pennsylvania

BAS Computer Science, cum laude
2003

Let's build something exceptional.

Interested in working with Zach on AI-native product development?