A Lifelong Passion for Technology

From early coding days on a Commodore 64 to Fractional CTO to an AI-native product studio, John's career spans every era of the Internet.

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"As AI becomes a powerful part of our daily lives, it's crucial to embrace its potential while remembering that the depth of genuine human connections is irreplaceable ."

John Shipp Founder, CTO, CEO

Who is John Shipp?

From Early Tech Enthusiast to AI-Native Product Builder

John Shipp is a lifelong technologist and entrepreneur. Whether coding as a child on a Commodore 64, managing complex projects for global clients, or leading teams as a Fractional CTO, John brings a hands-on, adaptable approach to every challenge. His Human-to-Human philosophy means every solution is not just technically sound but genuinely aligned with the people it serves.

The latest chapter: John rebuilt his entire practice around multi-agent AI development and now ships a portfolio of products solo — while helping client teams learn to work the same way.

John Shipp: Transforming Technology into Global Impact Over a Lifetime

80s

First programming experience

Ever since his childhood in the 1980s, John Shipp has had a fascination with computers and technology. At just 7 years old, he received a Commodore 64 as a Christmas gift and wasted no time exploring its capabilities. From programming a simple, green pixelated hot air balloon to rise and fall on the screen, John was captivated by the endless possibilities technology offered.

90s

Early career in media and web development

By the late 1990s, as the Internet started to revolutionize our world, John found himself at the intersection of technology and media. Working in Lincoln, Nebraska for a TV station, John honed his skills in ad programming, graphic design, and voice-overs. Simultaneously, he began moonlighting as a website developer. It was during this period that he met his future wife, Jennifer, a talented writer, and they bonded over a shared passion for travel.

00s

Diversified skillset across industries

The early 2000s saw John stepping into the entrepreneurial world, starting a web development business and later freelancing as a web developer, designer, and technical project manager for various companies. In the challenging period following the dot-com crash and 9/11, John diversified his portfolio by working in sectors like agriculture, real estate, electrical and plumbing, sales, and publishing. This experience enriched his understanding of different business needs, equipping him to be more client-centric as the economy recovered.

10s

Went remote before remote was normal

In 2008, John took a bold step by purchasing an abandoned public school building in Nebraska, which he transformed into his headquarters. From there, he built a remote web development business, giving him the freedom to spend half the year traveling to destinations like India, China, Morocco, and Mexico. In 2015, he stepped into his first CTO role, leading a remote Swedish development company.

20s

Fractional CTO for startups worldwide

Through the 2020s, John served as Fractional and Remote CTO for SaaS startups and scale-ups — including taking a marketing-attribution platform from spreadsheet concept to a system processing millions of data points daily, and building and leading its senior engineering team. He now divides his time between Texas and Mexico, working with clients across the US and Europe.

Now

The AI-native turn

Today John runs his entire practice AI-native: multi-agent systems plan, write, review, and ship the software behind a portfolio of products he builds and operates solo, including Progress, his team-activity intelligence product. It is the biggest change in how he works since the Internet itself — and it is the practice behind every service on this site.

First programming experience

Ever since his childhood in the 1980s, John Shipp has had a fascination with computers and technology. At just 7 years old, he received a Commodore 64 as a Christmas gift and wasted no time exploring its capabilities. From programming a simple, green pixelated hot air balloon to rise and fall on the screen, John was captivated by the endless possibilities technology offered.

80s

Early career in media and web development

By the late 1990s, as the Internet started to revolutionize our world, John found himself at the intersection of technology and media. Working in Lincoln, Nebraska for a TV station, John honed his skills in ad programming, graphic design, and voice-overs. Simultaneously, he began moonlighting as a website developer. It was during this period that he met his future wife, Jennifer, a talented writer, and they bonded over a shared passion for travel.

90s

Diversified skillset across industries

The early 2000s saw John stepping into the entrepreneurial world, starting a web development business and later freelancing as a web developer, designer, and technical project manager for various companies. In the challenging period following the dot-com crash and 9/11, John diversified his portfolio by working in sectors like agriculture, real estate, electrical and plumbing, sales, and publishing. This experience enriched his understanding of different business needs, equipping him to be more client-centric as the economy recovered.

00s

Went remote before remote was normal

In 2008, John took a bold step by purchasing an abandoned public school building in Nebraska, which he transformed into his headquarters. From there, he built a remote web development business, giving him the freedom to spend half the year traveling to destinations like India, China, Morocco, and Mexico. In 2015, he stepped into his first CTO role, leading a remote Swedish development company.

10s

Fractional CTO for startups worldwide

Through the 2020s, John served as Fractional and Remote CTO for SaaS startups and scale-ups — including taking a marketing-attribution platform from spreadsheet concept to a system processing millions of data points daily, and building and leading its senior engineering team. He now divides his time between Texas and Mexico, working with clients across the US and Europe.

20s

The AI-native turn

Today John runs his entire practice AI-native: multi-agent systems plan, write, review, and ship the software behind a portfolio of products he builds and operates solo, including Progress, his team-activity intelligence product. It is the biggest change in how he works since the Internet itself — and it is the practice behind every service on this site.

Now

Meet the Associates

Your first point of contact, and direct contact throughout the duration of your project and beyond will be John Shipp.

However, John doesn’t tackle everything on his own. While we're not an agency in the traditional sense, John works closely with a trusted network of core associates, ensuring your project receives the dedicated attention it deserves!