caldav cannot install radicale on macOS, and retries forever

Confirmed on macbookpro (macOS 26.6.2): four boots, four identical failures.
caldav's manifest declares apt/pacman/dnf and no brew, so the installer falls
back to the binary name — and radicale is not a Homebrew formula at all, it is
a Python app (pipx/uv). There is nothing correct to put in a brew field, which
is the real gap: PackageManager has no pipx member and osDependencies has no
way to say "unavailable on this platform", so the choice is a wrong guess
retried every boot or silence.

Also recorded, as a NON-bug, because it looked like the real failure and was
already over: the motion/react resolve error appeared on exactly one boot, when
m3e-canvas landed before plugins/node_modules/motion existed. Verified on the
machine — motion is installed and import('motion/react') resolves with 398
exports, and the current boot builds cleanly.

The gap that one exposes is still real: installNpmDependencies is called only
from the install flow, never at boot, so a plugin that arrives without that
flow completing leaves every boot failing a rebuild with "Maybe you need to bun
install" and nothing that ever will.

Co-Authored-By: Claude Opus 5 <noreply@anthropic.com>
Officer-Session: f7a62308-0977-4cf4-aa29-c020853fd420

TODO.md

@@ -22,7 +22,7 @@ the owner's OS user and can never be granted. Indirection there really is accide
 
 ## Themes
 
-**109 open, 33 closed**, across 35 themes.
+**110 open, 33 closed**, across 35 themes.
 
 | Theme | Open | Closed |
 | --- | --- | --- |
@@ -41,7 +41,7 @@ the owner's OS user and can never be granted. Indirection there really is accide
 | [Headscale](todo/headscale/) | 0 | 5 |
 | [Infra (alpha)](todo/infra/) | 7 | 0 |
 | [Integrations — external tools worth wrapping as a plugin](todo/integrations/) | 1 | 0 |
-| [Known bugs](todo/known-bugs/) | 7 | 4 |
+| [Known bugs](todo/known-bugs/) | 8 | 4 |
 | [Memory — one store instead of per-harness files](todo/memory/) | 1 | 0 |
 | [Mobile apps](todo/mobile-apps/) | 5 | 0 |
 | [Multi-user](todo/multi-user/) | 17 | 5 |
@@ -71,6 +71,7 @@ the owner's OS user and can never be granted. Indirection there really is accide
 
 ## Newest ten
 
+- `2026-09-22` **caldav retries `brew install radicale` on every boot, and there is no such formula** — [known-bugs/radicale-cannot-be-installed-on-macos](todo/known-bugs/radicale-cannot-be-installed-on-macos.md)
 - `2026-09-04` **M3E Canvas as a plugin — sketch a UI, hand the prompt to the agent** — [backburner/m3e-canvas-as-a-plugin](todo/backburner/m3e-canvas-as-a-plugin.md)
 - `2026-08-29` **Officer blocks its own event loop for ~0.9s re-parsing a live transcript, and everything it serves stalls with it** — [known-bugs/officer-blocks-its-event-loop-parsing-transcripts](todo/known-bugs/officer-blocks-its-event-loop-parsing-transcripts.md)
 - `2026-08-27` **Turn an ordinary chat into a commander or a bot, carrying its context along** — [agent-coordination/turn-a-chat-into-a-commander-or-a-bot](todo/agent-coordination/turn-a-chat-into-a-commander-or-a-bot.md)
@@ -80,4 +81,3 @@ the owner's OS user and can never be granted. Indirection there really is accide
 - `2026-08-27` **The calendar/contacts skill has never been exercised by an actual agent** — [known-bugs/calendar-skill-never-used-by-an-agent](todo/known-bugs/calendar-skill-never-used-by-an-agent.md)
 - `2026-08-27` **Setting up a phone for calendar and contacts should be one link inside Officer, not a manual account form** — [mobile-apps/setting-up-a-phone-should-be-a-link-in-the-app](todo/mobile-apps/setting-up-a-phone-should-be-a-link-in-the-app.md)
 - `2026-08-27` **Marketplace: browse by tag — filter list, card grid, detail with a back button** — [plugin-ecosystem/marketplace-browse-by-tag](todo/plugin-ecosystem/marketplace-browse-by-tag.md)
-- `2026-08-25` **An affordance: a scoped agent warns when a request lands outside its scope** — [affordances/an-affordance-a-scoped-agent-warns-on-the](todo/affordances/an-affordance-a-scoped-agent-warns-on-the.md)