About

I've spent thirty years building the management layer around whatever infrastructure is new and chaotic. Web hosting in 1994. Enterprise cloud in 2008. DevOps in 2014. AI agents now. The pattern is always the same: a powerful new substrate shows up, everyone builds demos, and then someone has to make it actually work in production. That's usually been me.

The short version

I'm a Fractional CTO based in Los Angeles. I work with 2–3 companies at a time on AI strategy, enterprise architecture, and the technology decisions that determine whether you scale or stall. I also build open-source tools for running AI agents in production. CISSP. Originally from the UK.

The long version

I started at IBM in 1994 building one of the UK's first commercial web hosting platforms. Moved to Capgemini and spent seven years as a Chief Enterprise Architect — first on major UK retail accounts (Tesco, Marks & Spencer), then on General Motors' $2 billion IT in-sourcing program in Detroit, where I managed a team of 50 enterprise architects. In 2008 I introduced AWS to GM and trained over 100 of their architects on cloud. That led to building Capgemini's cloud practice from scratch and making them the first Systems Integrator to partner with AWS — a milestone their CEO acknowledged publicly.

RightScale recruited me to run their professional services. We became AWS's largest consulting partner, which caught Amazon's attention — they recruited me to build their Western US Professional Services organization from scratch. I built a team of 80+, served clients including Adobe, Apple, Boeing, and Intuit, and delivered AWS's first million-dollar consulting engagement.

In 2014 I co-founded DualSpark, a DevOps consultancy. We scaled to 35 engineers in nine months, ran transformations for Nike, Experian, FICO, 23andMe, and VSCO, and exited to Datapipe in fourteen months.

After that: founded Mode2 as an AWS Advanced partner building serverless and cloud-native systems, led technology enablement at Slalom in LA working with Riot Games, UCLA, USC, Amazon Studios, and PennyMac, ran a $100M professional services organization at Rackspace with 540 engineers across the Americas, and served as CTO at Redapt across AWS, Generative AI, and security platforms.

Now I'm back at Mode2 running a Fractional CTO practice. The throughline across all of it: I build the operational discipline around whatever the new infrastructure is, then help companies adopt it without the expensive mistakes.

What I do for clients

  • AI reality checks. Cutting through the hype to find where AI actually moves the needle — and protecting data privacy and IP while you do it.
  • Architecture strategy. Spotting the "small" decisions that become "large" technical debt. I've watched this movie enough times to recognize the pattern early.
  • Executive advisory. Build-vs-buy, vendor selection, team structure — the decisions where thirty years of context on what works and what doesn't is worth more than another meeting.

I can code-review a Python data application in the morning and present AI strategy to your Board in the afternoon. That's the bridge I build.

What I'm building

When I'm not working with clients, I build open-source tools for people running AI agents in production:

  • ClawHQ — deploy and personalize sovereign AI agents on your own hardware.
  • AIShore — autonomous sprint orchestration for Claude Code.
  • Markdown — the best free markdown editor on every platform.
  • Clawdius — my personal OpenClaw instance, deployed via ClawHQ.

Get in touch

If you're working through a technology decision where the cost of getting it wrong is high — AI adoption, architecture strategy, build-vs-buy, team structure — that's the conversation I want to have.

website@simonplant.com


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