C-TPO

Behind the site

Roadmap

AI score 3/4 me. Idea 2/2 · Words 1/2. The ideas are mine; AI helped word the notes

Everything I'm thinking about writing or building, out in the open. Nothing here is a promise or a date. Ideas move right as they get real, and some will never leave the first column, which is fine.

Writing The site itself Updated October 13, 2026. Kept in source control, like the changelog.

Ideas

16

Rattling around. No promises.

  • Series 1, part 3

    Automate the lookups

    Script the questions first, then hand them to agents as tools.

  • Series 1, part 4

    Who may act, and who may know

    Access, trust and claims someone has to stand behind. With a demo on made-up data.

  • Series 2

    Choosing your walls

    Four parts, from the least change to the most.

  • Deep dive

    Where the answers live

    The data behind each decision, who owns it, and how much is shared today.

  • Deep dive

    What each team is paid to worry about

    Why the same finding looks urgent to one team and minor to the next.

  • Human plus machine

    What centaur chess got right, where it faded, and why the process is the edge.

  • My AI context is in version control

    If AI writes in your voice, the description of your voice is source code.

  • Thinking out loud: feature, bug, or both

    Two parts. The second is about how arguing with AI helps.

  • Big company, startup, backed company

    Tradeoffs that shift with where you are in life.

  • Explained at the kitchen table

    Rebuilding a childhood Rube Goldberg machine with my kids.

  • An open invitation to airlines and hotels

    A hard problem, worked from the outside, in public.

  • Ways to talk back on the site

    Parked for now. LinkedIn and newsletter replies first; revisit if readers ask.

  • How it’s built

    Hosting, releases, the tools, and where AI helps.

  • The AI score, written up properly

    Customer letter and press release, done after the fact, and saying so.

  • An original logo

    The droid has to go eventually.

  • Comments on the site

    Only if newsletter replies show people want to talk here.

Writing it

2

Drafts exist. Some are rough.

Up next

1

What I expect to ship soonest.

  • Series 1, part 2

    Seven questions

    What a good decision about a finding needs to know, and who holds each answer.

Out

7

Shipped. The changelog has the rest.

Got one you'd read first, or one I should drop? Tell me on LinkedIn. Bigger features here will get a full write-up when they ship: the problem, a customer letter, the options, what I built, and what happened.

For people short on time

TL;DR

Matt thinks out loud here about technology, mostly how teams decide what to build, fix and protect.

The first series argues that security gets better fastest when the teams that each hold part of the answer share it earlier. The newest piece, Clay first, chisel later, is about roughing out the whole thing before polishing the parts.

Every piece says how much AI helped, and the site changes in the open. The discussion happens on LinkedIn.

Start with Part 1 →
AI score 2/4 me. Idea 1.5/2 · Words 0.5/2. AI drafted these from what's on the site; I haven't rewritten them yet

Updated October 13, 2026. A TL;DR for the whole site, by reader, is an idea by Matt at ctpo.io. Copy it freely, just link back.