feat(installer): add Claude CLI preflight checks (found, version, login, auto-mode)
Four IEnvironmentCheck implementations in src/ClaudeDo.Installer/Checks/: - ClaudeCliCheck (Error) — resolves ctx.ClaudeBin via ExecutableResolver, runs --version; failure message lists searched PATH entries + fallback dirs, flags shim resolution (.cmd/.ps1) in Detail. - ClaudeVersionCheck (Error) — tolerant version parsing (ignores surrounding text), numeric System.Version comparison against a named floor constant (2.1.220, see docs/explore-notes/installer-preflight.md §3). Unparseable or missing CLI -> Unknown, never Failed. - ClaudeAuthCheck (Error) — `claude auth status --json`, never sends a prompt. - PermissionModeAutoCheck (Warning) — per the note's §2 conclusion, real auto-mode eligibility (org/model/plan) has no cheap static signal, so this only confirms `claude --help` still lists "auto" as a --permission-mode choice. Kept as its own check rather than folded into ClaudeVersionCheck, since the note explicitly separates "flag recognized" from "mode eligible" and only the former is checkable at all. All four share a new ClaudeCliLookup that resolves the CLI and runs --version exactly once per install run (memoized, semaphore-guarded), so none of the three version-dependent checks repeats that call. Foundation prerequisites this task depends on (docs/explore-notes/ installer-preflight.md, ExecutableResolver, the IEnvironmentCheck/CheckResult/ EnvironmentCheckService abstraction, ProcessCommand, IProcessRunner) existed only on an unmerged sibling branch, not on main. Rather than merging that whole unreviewed branch, the specific prerequisite files were copied in as-is (git history shows their origin). GitCheck/GitIdentityCheck/PortCheck/ WriteAccessCheck from that branch were intentionally NOT brought in — out of scope for this task. Deviations/decisions worth flagging: - Added ExecutableResolver.FallbackDirectories() (public) so ClaudeCliCheck can name the checked fallback locations in its failure message; the prior branch kept that list private. - Paths.cs now qualifies System.Environment explicitly. Adding the ClaudeDo.Data.Environment namespace makes bare `Environment.X` inside any ClaudeDo.Data.* namespace resolve to the sibling namespace instead of System.Environment (C# prefers nested/enclosing namespace members over usings) — this broke the build until qualified. Not done (explicitly out of scope): no DI wiring into the wizard UI, no XAML — matches how the prerequisite Git/Port/WriteAccess checks were also left unwired.
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# Installer preflight: CLI version gate & environment checks
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> **Explore-note — verify before trusting.** Distilled map of a subsystem, not authoritative.
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> Last verified against commit `bdee731` (2026-08-05).
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> Drift check: `git log --oneline bdee731..HEAD -- src/ClaudeDo.Worker/Lifecycle/ClaudeCliPreflight.cs src/ClaudeDo.Worker/ClaudeDo.Worker.csproj src/ClaudeDo.App/ClaudeDo.App.csproj .gitea/workflows/release.yml`
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> Stable structure only (no line numbers). See docs/explore-notes/README.md.
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Pure research, no code changed. Answers the five questions from the "Root Cause
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`--permission-mode auto`" task. Sources: the locally installed CLI (`claude --version` /
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`--help`), the official docs at `code.claude.com` (fetched 2026-08-05), and this repo's own
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csproj/workflow files.
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## 1. Why can `--permission-mode auto` fail?
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**It is very rarely a CLI-version problem.** Per the official permission-modes doc
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(`code.claude.com/docs/en/permission-modes#eliminate-prompts-with-auto-mode`), auto mode
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requires **all** of:
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- **Plan**: any plan (Free/Pro/Max/Team/Enterprise) qualifies in principle.
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- **Organization**: on Team/Enterprise, on by default; an admin can disable it org-wide via
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`permissions.disableAutoMode: "disable"` in managed settings. When disabled this way, the CLI
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**"rejects `--permission-mode auto` at startup"** (verbatim from the doc) — not a runtime
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fallback, a hard reject.
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- **Model**: on the Anthropic API / Claude Platform on AWS — Opus 4.6+, Sonnet 4.6+, or Fable 5.
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On Bedrock / Vertex / Foundry / signed-in gateway sessions — only Sonnet 5, Opus 4.7+, Fable 5.
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Older models (Sonnet 4.5, Opus 4.5, Haiku, claude-3-*) are **not supported on any provider**.
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A per-org `availableModels` restriction that only allows an old model would silently make
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auto mode unavailable even on a Team/Enterprise org that hasn't touched `disableAutoMode`.
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- **Provider opt-in (historical)**: on Bedrock/Vertex/Foundry/gateway, CLI **v2.1.158–v2.1.206**
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required `CLAUDE_CODE_ENABLE_AUTO_MODE=1`; **v2.1.207** removed that requirement. This does
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**not** apply to a normal claude.ai / Console (Anthropic API) login — only to those four
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provider types.
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A separate, easy-to-hit trap: `defaultMode: "auto"` in **project or local** settings
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(`.claude/settings.json`, `.claude/settings.local.json`) is silently **ignored** since v2.1.142
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— it must live in `~/.claude/settings.json` (user scope). A repo that ships `defaultMode: auto`
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in its own `.claude/settings.json` will start in Manual mode with **no error at all**. This
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doesn't apply to ClaudeDo's case (it passes `--permission-mode auto` as an explicit CLI flag,
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not via a checked-in settings file), but is worth knowing if the failure mode was "silently
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starts in Manual" rather than "CLI errors out".
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Quoted from the docs, verbatim: *"If Claude Code reports auto mode as unavailable, one of these
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requirements is unmet; this is not a transient outage."*
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**Not verifiable**: which of the above actually hit the colleague — we have no diagnostic from
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their machine (no `claude auth status --json` output, no `claude --version`, no org name). Do
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not guess; if this recurs, capture `claude auth status --json` and `claude --version` from the
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affected machine before further debugging.
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## 2. How to reliably detect whether `auto` is supported
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**Static, cheap, always safe (no API call):**
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- `claude --version` — semver string, e.g. `2.1.220 (Claude Code)`.
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- `claude --help` — the `--permission-mode <mode>` line lists the accepted enum. Confirmed by
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testing an invalid value locally:
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```
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$ claude -p "test" --permission-mode bogus
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error: option '--permission-mode <mode>' argument 'bogus' is invalid. Allowed choices are
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acceptEdits, auto, bypassPermissions, manual, dontAsk, plan.
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```
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This is validated by the CLI's arg parser (Commander.js) **before any network call** — exits
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1 immediately. So checking that `auto` is one of the listed choices is a legitimate, free,
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fast static check — but it only proves the *flag* is recognized, **not** that auto mode is
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actually usable (org/model/plan gating happens later, at session start, not at arg-parse time).
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- `claude auth status --json` — cheap, local/fast, **does not send a prompt**. Returns:
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```json
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{ "loggedIn": true, "authMethod": "claude.ai", "apiProvider": "firstParty",
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"email": "...", "orgId": "...", "orgName": "...", "subscriptionType": "team" }
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```
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This is the answer to question 4 (see below) and also gives `subscriptionType`/`orgName` —
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useful context but **still not a direct "is auto mode eligible" answer** (doesn't report the
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active model or `disableAutoMode` policy).
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**No cheap subcommand exists for full eligibility.** Checked `claude auto-mode --help`: it only
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has `config` (effective auto-mode *rule* config — allow/deny lists, not eligibility),
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`defaults` (same, shipped defaults), `critique`, and `reset`. None report plan/model/org
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eligibility. `claude doctor` (non-interactive) does **not** report auto-mode eligibility either
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— it explicitly says *"For a full setup checkup that can also fix issues, run `/doctor` in a
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session"*; the in-session `/doctor` slash command is the one the docs say proposes
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`defaultMode: auto` when eligible, but that requires an interactive session, not a scriptable
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preflight.
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**Dynamic (real probe) is the only way to fully confirm eligibility**, and per the docs an
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org-disabled or otherwise-ineligible account **rejects at startup** (fast, before any model
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turn) — so a probe doesn't have to be a full expensive run. A minimal probe such as
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`claude -p "ok" --permission-mode auto --max-turns 1 --output-format json` would fail fast on
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ineligibility (reject at startup) but still costs one real turn + tokens on the success path,
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and still requires a working prompt/response round trip on the happy path. **Recommendation**:
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don't build this into an automated preflight; a static version+flag check plus `auth status`
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covers the reliably-detectable ground, and a real first task run will surface an auto-mode
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rejection immediately and cheaply (fails at startup, not mid-task) if it's actually unavailable.
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## 3. Minimum CLI version for the flags ClaudeDo uses
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Flags used (from `ClaudeArgsBuilder` per `src/ClaudeDo.Worker/CLAUDE.md`): `--permission-mode
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auto`, `--effort`, `--agents`, `--json-schema`, `--append-system-prompt`, `--output-format
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stream-json --verbose`, `--resume`, and (installer) `claude mcp add --transport http --scope
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user`.
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**Not verifiable precisely.** All eight of these are foundational, long-established flags.
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The official changelog (`raw.githubusercontent.com/anthropics/claude-code/main/CHANGELOG.md`)
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only retains roughly the last ~40 entries (oldest visible: `2.1.181`); auto mode itself, and
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`--json-schema`/`--resume`/`mcp add --transport` all clearly predate that window (the earliest
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found reference is a *bug fix* mentioning "sessions created before v2.1.85" for `--resume`,
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implying `--resume` existed well before 2.1.85). There is no accessible source that pins an
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"introduced in vX" date for any of these eight flags — guessing one would violate the task's
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explicit instruction not to invent a source-less root cause.
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What **is** sourced, from the docs fetched 2026-08-05:
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- `--json-schema` + invalid-schema handling: before v2.1.205, an invalid schema was silently
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ignored (returned unstructured text); v2.1.205 made it a hard `Error: --json-schema is not a
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valid JSON Schema` exit. Not a "does it exist" gate, but changes error-handling behavior
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ClaudeDo might currently rely on failing loudly.
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- `--output-format stream-json --verbose` + `system/init.capabilities` array requires v2.1.205+
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(absent before). Not currently consumed by ClaudeDo per the Worker CLAUDE.md's stream handling
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description, so not a hard requirement today.
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- `system/init.mcp_server_errors` field requires v2.1.219+. Not currently consumed by ClaudeDo.
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- Manual-mode label/`manual` alias requires v2.1.200+ — irrelevant, ClaudeDo passes `auto`
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explicitly, never `manual`.
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- Auto mode's Bedrock/Vertex/Foundry/gateway opt-in-env-var requirement was removed in v2.1.207
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— irrelevant for a direct claude.ai/Console login (this machine: `apiProvider: "firstParty"`).
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**Decided constant** (see below) is therefore **the newest version we can positively confirm
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works end-to-end on this machine** (`2.1.220`), not a proven theoretical minimum — because no
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lower true minimum is derivable from available sources without guessing.
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## 4. Detecting "CLI is logged in" without sending a prompt
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`claude auth status --json` (confirmed working, instant, no API/model call):
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```json
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{ "loggedIn": true, "authMethod": "claude.ai", "apiProvider": "firstParty",
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"email": "...", "orgId": "...", "orgName": "...", "subscriptionType": "team" }
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```
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This is the CLI's own maintained answer — cheaper and more robust than parsing
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`.credentials.json` directly (format may be internal/undocumented and is a hard-blocked file
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for this task's own tooling; the docs page confirms it lives at
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`%USERPROFILE%\.claude\.credentials.json` on Windows but say nothing about its schema being a
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stable public contract). `claude auth status --text` is available for a human-readable variant;
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`--json` is the default and the right one for a preflight to parse.
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## 5. .NET runtimes required by the published `app\` / `worker\` artifacts
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From `.gitea/workflows/release.yml` (the only build/publish pipeline in this repo) and the two
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csproj files:
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- **`ClaudeDo.App`** (`net8.0`, Avalonia, `WinExe`) — published via
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`dotnet publish ... -r win-x64 --self-contained true`. **Self-contained**: bundles its own
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.NET 8 runtime. **No .NET runtime needs to be pre-installed** on the target machine for the
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app itself.
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- **`ClaudeDo.Worker`** (`net8.0`, `Microsoft.NET.Sdk.Web`, ASP.NET Core) — same treatment:
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`-r win-x64 --self-contained true`. Also fully self-contained; no ASP.NET Core runtime needs
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to be pre-installed.
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- **`ClaudeDo.Installer`** (`net8.0-windows`, WPF) is the one exception: published
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`--self-contained false -p:PublishSingleFile=true` — **framework-dependent**. The csproj
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comment explains why: *"the WPF runtime pack isn't distributed for cross-compile on Linux CI,
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which made self-contained bundles crash on startup with AV in the apphost."* The target
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machine **must** have the **.NET 8 Desktop Runtime (x64)** installed before running
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`ClaudeDo.Installer.exe` — this is the actual runtime-preflight gap, not the app/worker.
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**How to check on a target machine**:
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- `dotnet --list-runtimes` — look for a `Microsoft.WindowsDesktop.App 8.0.x` line (Desktop
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Runtime, required by the installer). Requires the `dotnet` CLI itself to be on PATH; not
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guaranteed present on a fresh machine that never installed the SDK, only the runtime — in
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that case `dotnet` may not exist at all even though the runtime DLLs do.
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- Registry fallback (works even without the `dotnet` CLI on PATH):
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`HKLM\SOFTWARE\dotnet\Setup\InstalledVersions\x64\sharedfx\Microsoft.WindowsDesktop.App` —
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each installed version is a subkey/value here. This is the standard documented detection
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mechanism for .NET Desktop Runtime presence on Windows and is what most installer-detection
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tooling (e.g. Squirrel, WiX bundles) uses instead of shelling out to `dotnet`.
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- **Not independently verified in this task**: the exact registry key shape wasn't inspected
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live (would require reading `HKLM\SOFTWARE\dotnet\...` on this machine, which is standard
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.NET installer-detection convention, but out of scope to screenshot/dump here since the task
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is docs-only and this is a well-documented, non-project-specific Windows convention).
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## Beschlossene Konstanten
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| Constant | Value | Confidence |
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|---|---|---|
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| Minimum CLI version | `2.1.220` | **Verified-floor, not a proven minimum.** This is the newest version confirmed installed and working end-to-end on a dev machine for every flag ClaudeDo uses. No lower true minimum could be sourced (see §3) — treat any lower value as a guess. |
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| Credentials file path | `%USERPROFILE%\.claude\.credentials.json` (Windows) | Sourced from official docs; content/schema not inspected (hard-blocked secrets file). |
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| Login-check command | `claude auth status --json` | Verified locally, instant, no model call. Fields: `loggedIn`, `authMethod`, `apiProvider`, `email`, `orgId`, `orgName`, `subscriptionType`. |
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| App/Worker runtime requirement | **None** — self-contained win-x64 publish | Sourced from `.gitea/workflows/release.yml`. |
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| Installer runtime requirement | **.NET 8 Desktop Runtime (x64)** must be pre-installed | Sourced from `.gitea/workflows/release.yml` comment + `ClaudeDo.Installer.csproj`. |
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## Erkennungsstrategie pro Check
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| Check | Type | Command | Expected pass output |
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|---|---|---|---|
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| CLI present + version | static | `claude --version` | `X.Y.Z (Claude Code)`; parse and compare `X.Y.Z >= 2.1.220` |
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| `auto` recognized as a flag value | static | `claude --help` (or trigger the parse error path) | `--permission-mode <mode>` help text lists `auto` among the choices |
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| CLI logged in | static/cheap | `claude auth status --json` | exit 0, `loggedIn: true` |
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| Auto mode actually eligible (org/model/plan) | **not statically detectable** | none exists | N/A — see §2; don't build this, let a real task run surface a fast startup rejection instead |
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| .NET Desktop Runtime present (installer only) | static | `dotnet --list-runtimes` (if `dotnet` on PATH) or registry `HKLM\SOFTWARE\dotnet\Setup\InstalledVersions\x64\sharedfx\Microsoft.WindowsDesktop.App` | a `Microsoft.WindowsDesktop.App 8.0.x` entry exists |
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| App/Worker runtime present | **not needed** | — | self-contained, nothing to check |
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## Not verifiable (explicit)
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- The actual root cause on the colleague's machine — no diagnostic data was captured from it.
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- Exact stderr/exit-code wording the CLI prints when auto mode is rejected at startup for an
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ineligible org/model (docs state the *behavior* — "rejects `--permission-mode auto` at
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startup" — but not the literal message; this machine's account is eligible, so it couldn't be
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reproduced locally).
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- A true (not just "newest confirmed") minimum SemVer for `--effort`, `--agents`,
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`--json-schema`, `--append-system-prompt`, `--resume`, `claude mcp add --transport http
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--scope user` — all predate the retrievable changelog window.
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- Live inspection of the `HKLM\SOFTWARE\dotnet\Setup\InstalledVersions` registry shape on this
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machine (documented Windows convention, not independently screenshotted here).
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