monday-cli 0.5.0 → 0.6.0

package/CHANGELOG.md

@@ -7,6 +7,283 @@ output envelope (`{ ok, data, meta, ... }`) and 29 stable error
 codes are part of the public contract — the SemVer rules in
 [`docs/cli-design.md`](./docs/cli-design.md) §6 govern bumps.
 
+## [0.6.0] - 2026-05-18 — Files-shaped friendly `--set` writes (M38)
+
+The "agents can write to files-shaped columns inline" milestone —
+v0.4-M31's `monday item upload` verb-shaped multipart wire surface
+gains the friendly translator-boundary inline form
+(`monday item set <iid> <file-col>=<path>` + `monday item update
+<iid> --set <file-col>=<path>`), closing the v0.4 → v0.5 → v0.6
+carry-over of the inline form across two prior release-preps.
+Single-item paths only at M38; bulk + create + multi-file +
+stdin paths reject with `details.reason` discriminators (defer
+to v0.6.x carve-outs). **No breaking changes vs `0.5.0` — every
+v0.6 surface is additive.** Built as a single feature milestone
+(M38).
+
+### Breaking changes vs `0.5.0`
+
+**None.** Every command, error code, envelope key, and warning
+shape shipped in v0.5.0 is preserved byte-for-byte. v0.6 only adds.
+
+### Surface
+
+**117 commands shipped (unchanged from v0.5).** M38 extends two
+existing verbs (`monday item set` + `monday item update`) with a
+new dispatch leg rather than introducing new noun namespaces or
+verbs. The friendly translator stays JSON-output-shaped for the 13
+existing writable types; file-column dispatch routes through a
+new sibling module (`src/api/file-column-set.ts`) that handles the
+multipart leg.
+
+**Files-shaped friendly `--set` (M38) — `monday item set <iid>
+<file-col>=<path>` + `monday item update <iid> --set <file-col>=
+<path>`.** Sibling-branch dispatch at the column-resolution
+boundary (per D1 closure): after column metadata loads, if
+`column.type === 'file'` AND single-`--set` AND no other writes,
+route to `executeFileColumnSet` (the new multipart-wire fetcher);
+otherwise route to the standard translator + `executeItemMutation`
+path. The translator (`translateColumnValueAsync`) stays
+JSON-output-shaped for the 13 existing writable types — no
+breaking shape change on any existing dispatch path. Routes
+into v0.4-M31's `add_file_to_column` multipart wire verbatim
+(no new transport surface; `dispatchMultipart` consumer count
+goes 1 → 2; `ResolvedClient.multipart` consumer count goes
+1 → 2).
+
+**Mutex rules at M38 (per D2 closure).** Exactly ONE file
+`--set <file-col>=<path>` per call, no other `--set` /
+`--set-raw` / `--name` flags allowed:
+
+- File `--set` + ANY value `--set` / `--set-raw` / `--name` →
+  `usage_error` carrying `details.reason:
+  'mixed_file_and_value_sets'` + a hint pointing agents at
+  running the file `--set` alone and applying value writes /
+  rename in a separate call.
+- 2+ file `--set` entries → `usage_error` carrying
+  `details.reason: 'multi_file_set_unsupported'` (defers to
+  v0.6.x; the bulk-file-set milestone will address multi-file
+  dispatch).
+
+Enforcement fires at the column-resolution boundary (parse-time
+can't know — the column type only resolves after board metadata
+loads); rejection happens BEFORE any multipart bytes get
+constructed.
+
+**Bulk + create paths REJECT at M38 (per D5 / D6 closures).**
+The two paths that don't ship friendly file-set dispatch at M38
+surface dedicated rejection reasons:
+
+- `monday item update --board <bid> (--where <c>=<v>... |
+  --filter-json <json>) --set <file-col>=<path>` →
+  `usage_error.details.reason:
+  'file_set_on_bulk_unsupported'`. Per-item file dispatch +
+  `--continue-on-error` partial-success envelope + `--concurrency`
+  shared-transport semantics each carry additional design
+  dimensions worth their own milestone; defers to v0.6.x.
+- `monday item create --board <bid> --name <n> --set <file-col>=
+  <path>` → `usage_error.details.reason:
+  'file_set_on_create_unsupported'`. File upload at create time
+  would require non-atomic post-create `add_file_to_column`
+  (breaks §5.8 state safety) or a Monday wire mutation accepting
+  multipart parts inside `create_item.column_values` (no such
+  mutation at API `2026-01`); defers to v0.6.x.
+
+**`--set-raw <file-col>=<json>` STAYS REJECTED at M38 (per D3
+closure — PERMANENT, not deferred).** Monday's wire has no JSON
+shape for `change_column_value` on file columns — `add_file_to_
+column` is the only file-write wire surface and it's multipart-
+only. The `--set-raw` escape-hatch contract ("user supplies the
+JSON `change_column_value` accepts") doesn't compose with
+multipart. The existing rejection at `src/api/raw-write.ts:
+translateRawColumnValue` stays unchanged. The rejection now
+carries `details.hint` pointing at BOTH the M38 friendly
+`--set` form AND the M31 verb-shaped `monday item upload` —
+agents have two write paths reaching the same multipart wire
+and key off the hint rather than the (absent) `deferred_to`
+slot.
+
+**Dry-run envelope shape (per D4 closure).** Mirrors M31 `item
+upload --dry-run` envelope verbatim:
+`planned_changes: [{operation: 'add_file_to_column', item_id,
+column_id, file_path, filename, file_size_bytes}]` (size from
+`fs.stat()`; no file bytes loaded into memory). `meta.source:
+'none'`. The `file_path` slot echoes the argv-derived path; the
+`column_id` slot echoes the RESOLVED column ID (not the argv
+token).
+
+### Output contract additions
+
+**No new stable error codes — registry stays at 29.** Per D8
+closure, M38 routes every rejection through existing codes
+(`usage_error` / `unsupported_column_type` / `not_found` /
+`validation_failed`) with `details.reason` literal-string
+discriminators. The four M38-specific reasons
+(`mixed_file_and_value_sets` / `multi_file_set_unsupported` /
+`file_set_on_bulk_unsupported` / `file_set_on_create_unsupported`)
+join the existing R-NEW-31 discriminated-union per-status-detail
+pattern.
+
+**No new envelope keys, no new warning shapes.** M38 reuses the
+M31 multipart wire's success envelope shape (single `item` slot
+projecting the post-mutation board snapshot) and the same
+post-success eager-invalidation contract (`invalidateBoard(boardId)`
+fires single-leg on multipart success).
+
+### Upgrade notes
+
+- **`unsupported_column_type` `deferred_to: "v0.6"` is DROPPED
+  for the files-shaped category at the friendly `--set` form.**
+  v0.6-M38 picks the inline write path up. The rejection row at
+  `src/api/column-values.ts` (the files-shaped row of the
+  friendly translator) now fires ONLY on the `item create` +
+  `item update --where` bulk paths per D5 / D6 closures — with
+  `details.reason: 'file_set_on_create_unsupported'` /
+  `'file_set_on_bulk_unsupported'`. The single-item `item set` +
+  `item update` paths dispatch to the new sibling module BEFORE
+  the translator's files-shaped row fires. No more
+  `deferred_to: "v0.6"` slot on the friendly-form path —
+  agents see successful single-item uploads end-to-end.
+- **`unsupported_column_type` for `--set-raw <file-col>=<json>`
+  STAYS REJECTED.** Permanent rejection per D3 — Monday's
+  wire has no JSON shape for files-shaped `change_column_value`.
+  The rejection hint at `src/api/raw-write.ts` now names BOTH
+  the M38 friendly form AND the M31 verb-shaped `monday item
+  upload` as alternative write paths; agents construct retries
+  from either entry point.
+- **Multi-level subitem creation slips from `"v0.6"` →
+  `"v0.7"`.** Originally slipped from v0.3 → v0.4 → v0.5 → v0.6
+  across three prior release-preps. v0.6 didn't pick it up —
+  Monday's `sub_items_board` still carries no `subtasks` column
+  at API `2026-01`, so depth-2 subitems still have no data-model
+  home. Single-level subitems (`item create --parent <iid>`
+  against classic boards) continue to work byte-identically.
+  The `error.code: "usage_error"` + `details.hierarchy_type:
+  "multi_level"` keys are unchanged; only the `deferred_to`
+  literal flipped.
+- **Cross-board `item move` value-overrides slip from `"v0.6"`
+  → `"v0.7"`.** Slipped across v0.3-M11 → v0.4 → v0.5 → v0.6
+  → v0.7 release-preps. Monday's `ColumnMappingInput` still
+  carries no value slot; the cross-leg partial-failure envelope
+  question stays open. Agents needing overrides continue to fire
+  `monday item set <iid> <target>=<value>` post-move.
+- **Cross-board resumable cursor slips from `"v0.6"` →
+  `"v0.7"`.** The `cross_board_truncated` warning's
+  `details.hint` continues to recommend narrowing via
+  `--workspace` / `--favorites` / `--max-boards`; v0.7 may pick
+  the resumable surface up if per-board cursor-lifetime under
+  aggregation gets a clean design.
+- **Stable error-code registry stays at 29.** Existing codes'
+  shapes are unchanged across v0.5 → v0.6.
+- **`monday auth login` placeholder-guard unchanged.** The verb
+  is still registered and still surfaces `usage_error.details.
+  reason: oauth_unregistered` pointing at `MONDAY_API_TOKEN`
+  (unchanged from v0.5.0). The OAuth deferral revisits in
+  v0.6.x / v0.7 contingent on user demand.
+
+### Internals worth highlighting
+
+- **R-class refactor shipped during v0.6.** R-v0.6-NEW-1
+  (`file-source.ts` two-export module: `precheckLocalFile`
+  fs.stat + fs.access(R_OK) + non-empty + size capture +
+  `usage_error.details.reason: 'file_not_readable' |
+  'file_empty'`; `buildBlobFromPath` readFile + sniffContent
+  Type + Blob construction) shipped ahead-of-feat at v0.6-M38
+  IMPL kickoff (`3c2a9b0`) — 3 consumers post-lift (M31
+  `monday item upload` action body + M31 `monday update upload`
+  action body + M38's `executeFileColumnSet` runtime body).
+  10 direct unit tests pin the helper's branch matrix. Mirrors
+  R-NEW-29's M25 ahead-of-feat cadence + R-NEW-70's M34
+  cadence.
+- **R-NEW-82 4th consecutive consumer ratified at v0.6
+  release-prep.** The release-prep cross-doc grep for stale
+  `deferred_to: "v0.6"` slots fired and caught one stale site
+  (multi-level subitem `--parent` rejection — slipped to
+  `"v0.7"`) plus one ToC drift (v0.6-M38 friendly file `--set`
+  annotation missing from `docs/output-shapes.md`'s `item
+  (mutations)` row). Mirrors v0.3-M28 (1st) / v0.4 (2nd) /
+  v0.5 (3rd) / v0.6 (4th) release-prep ratifications.
+- **R-NEW-84 graduated discipline applied.** The v0.6
+  release-prep cluster ships zero production `src/**/*.ts`
+  semantic changes (only the literal `'v0.6'` → `'v0.7'` flip
+  in the multi-level subitem rejection slot); gates carry
+  verification per the R-NEW-84 carve-out (skip Codex review
+  on mechanical / process-only clusters).
+- **`details.reason` discriminator pattern (R-v0.6-NEW-2) at
+  4 supporting instances post-M38** (`mixed_file_and_value_sets`
+  / `multi_file_set_unsupported` / `file_set_on_create_
+  unsupported` / `file_set_on_bulk_unsupported`). Below the 5th-
+  consumer graduation threshold; tracked as a watch-item for the
+  first v0.6.x lift that adds a 5th `details.reason` literal-
+  string discriminator on the file-set surface (bulk file-set
+  carve-out is the natural site).
+- **Two-AI review** (cli-design pre-flight + implementation
+  review) ran for M38 pre-flight + IMPL. **M38 IMPL converged
+  in 4 fix-up rounds** (0 P1 / 3 P2 / 11 P3 cumulative across
+  rounds 1–4 — at the median 3-4 IMPL round count per the
+  v0.5 IMPL precedent). The v0.6 release-prep cluster skipped
+  Codex per R-NEW-84. Cumulative finding count + per-round
+  Codex breakdown lives in the per-milestone post-mortem in
+  [`docs/v0.6-plan.md`](./docs/v0.6-plan.md) §11.
+
+### Tests + quality gates
+
+- **4100 unit/integration + E2E tests** at v0.6.0 (+1 skipped;
+  was 4054+1 at v0.5.0; ~46 new tests for M38 — `file-source`
+  helper unit branch matrix, `file-column-set` action-body
+  branches, integration cassette pins on single-item friendly
+  paths + the four `details.reason`-discriminated rejection
+  paths, envelope-snapshot pins on the M38 surfaces). All green
+  on Node 22 + 24.
+- **Coverage at 99.26 / 96.46 / 99.31 / 99.52** (statements /
+  branches / functions / lines) against the floor 95 / 95.45 /
+  95 / 95. Branches margin **1.01pp** at v0.6.0 (was 1.00pp at
+  v0.5.0; +0.01pp). Floor unchanged across v0.5.0 → v0.6.0.
+- **Envelope-snapshot suite** — refresh probe ran clean at
+  v0.6 release-prep (zero diff vs M38 IMPL close); per-
+  milestone close-docs sweep refreshed snapshots in lockstep at
+  M38 IMPL close.
+- **Five test layers held**: unit, integration (in-process
+  `FixtureTransport` + `MultipartFixtureTransport`), E2E
+  (subprocess against fixture server), envelope-shape snapshot
+  suite, published-tarball E2E.
+- **Audit-fix folded into release-prep.** `npm audit` flagged a
+  transitive `fast-uri@3.1.0` (high severity); `npm audit fix`
+  cleanly resolved to `3.1.2` (non-breaking — `ajv@8.20.0`'s
+  `^3.0.1` constraint satisfies 3.1.x). `npm audit` reports
+  `0 vulnerabilities` post-fix.
+
+### Documentation
+
+- **[`docs/v0.6-plan.md`](./docs/v0.6-plan.md)** new — the v0.6
+  active plan with M38 milestone, decisions log (D1-D8),
+  R-class register (R-v0.6-NEW-1 through R-v0.6-NEW-11),
+  per-milestone post-mortem (§11 + §22).
+- **[`docs/cli-design.md`](./docs/cli-design.md)** §4.3
+  `monday item set` + `monday item update` rows annotated with
+  the M38 file-column dispatch shape + mutex rules; §5.3
+  "File-column dispatch leg" subsection added explaining the
+  sibling-branch routing + the four `details.reason`
+  discriminators; §13 v0.5 entry's v0.6 deferral list closed
+  out + the v0.7 frame pinned (multi-level subitems + cross-
+  board move value-overrides + cross-board resumable cursor +
+  profile-scoped argument defaults).
+- **[`docs/output-shapes.md`](./docs/output-shapes.md)** —
+  `item set` + `item update` sections gained M38 file-column
+  dispatch subsections at lines 2100, 2151, 2243; ToC row
+  for `item (mutations)` updated to enumerate the friendly
+  file `--set v0.6-M38` annotation on `set` + `update`
+  (caught at v0.6 release-prep ToC audit as a v0.6-M38
+  close-docs gap — 4th consecutive R-NEW-82 graduated-
+  discipline ratification).
+- **README.md** quickstart expanded with v0.6 example (step 13
+  demonstrating M38 friendly file `--set` on item set + item
+  update + dry-run). Scope section reshaped around v0.6.0 /
+  v0.5.0 / v0.4.0 / v0.3.0 / v0.2.0 / v0.1.0 per-version
+  layout.
+
+[0.6.0]: https://github.com/Firer/monday-cli/releases/tag/v0.6.0
+
 ## [0.5.0] - 2026-05-17 — Team writers + full Monday workdocs CRUD mutation surface
 
 The "agents can write to teams + drive the full workdocs surface"

package/README.md

@@ -49,7 +49,7 @@ Requires **Node.js ≥ 22**.
 #    Get one at https://<your-org>.monday.com/admin/integrations/api
 #
 #    OAuth login (`monday auth login`) is registered but deferred in
-#    v0.5.0 — the verb surfaces a clear `usage_error.details.reason:
+#    v0.6.0 — the verb surfaces a clear `usage_error.details.reason:
 #    oauth_unregistered` pointing here. Authenticate via the env var.
 export MONDAY_API_TOKEN="<your-token>"
 
@@ -117,23 +117,35 @@ monday user team-list --json
 monday user team-create --name "Platform" --users 7,9 --json
 monday user team-add-members <tid> --users 11,13 --json
 
-# 13. Find-or-create with idempotent matching (v0.2)
+# 13. Files-shaped friendly `--set` writes (v0.6-M38 — closes the v0.4
+#     → v0.5 → v0.6 carry-over of the inline form). Single-call file
+#     upload via `--set <file-col>=<path>`; sibling-branch dispatch at
+#     the column-resolution boundary routes to the v0.4-M31 multipart
+#     `add_file_to_column` wire. `--dry-run` emits a `planned_changes`
+#     envelope without the multipart round-trip. The v0.4-M31 verb-
+#     shaped `monday item upload` path remains; this is the friendly
+#     inline alternative.
+monday item set 67890 'Attachments'=./screenshot.png --json
+monday item update 67890 --set 'Attachments'=./diagram.png --json
+monday item update 67890 --set 'Attachments'=./report.pdf --dry-run --json
+
+# 14. Find-or-create with idempotent matching (v0.2)
 #     Re-running with the same args is safe — 0/1/2+ matches route to
 #     create / update / `ambiguous_match` (one of the 29 stable error codes).
 monday item upsert --board 12345 --name "Refactor login" \
   --match-by name --set status='Working on it' --json
 
-# 14. Move a ticket forward, then comment on it
+# 15. Move a ticket forward, then comment on it
 monday item set 67890 status=Done --json
 monday update create 67890 --body "Shipped in PR #1234" --json
 
-# 15. Monday Dev convention layer (v0.3 — sprint/epic/release/task)
+# 16. Monday Dev convention layer (v0.3 — sprint/epic/release/task)
 #     First-time setup auto-detects boards by Monday's stock template names.
 monday dev discover --apply --json         # writes ~/.monday-cli/config.toml
 monday dev sprint current --json           # the active sprint
 monday dev task list --mine --json         # my open tasks
 
-# 16. Outbound writes (v0.3 — webhooks + notifications)
+# 17. Outbound writes (v0.3 — webhooks + notifications)
 monday webhook list 12345 --json
 monday notification send --user 7 --target 67890 \
   --target-type item --text "PTAL" --json
@@ -202,7 +214,7 @@ Every JSON response uses the same universal envelope:
   "meta": {
     "schema_version": "1",
     "api_version": "2026-01",
-    "cli_version": "0.5.0",
+    "cli_version": "0.6.0",
     "request_id": "0e6f1a7b-...",
     "source": "live",
     "cache_age_seconds": null,
@@ -302,7 +314,27 @@ See [`.env.example`](./.env.example) for all supported variables
 
 ## Scope
 
-**v0.5.0 (current — `monday-cli@0.5.0` on npm):**
+**v0.6.0 (current — `monday-cli@0.6.0` on npm):**
+the v0.5 surface PLUS files-shaped friendly `--set <file-col>=<path>`
+writes on `monday item set` + `monday item update` (single-item
+paths), closing the v0.4 → v0.5 → v0.6 carry-over of the inline
+form. Sibling-branch dispatch at the column-resolution boundary
+routes file `--set` to the v0.4-M31 `add_file_to_column` multipart
+wire; the friendly translator stays JSON-output-shaped for the 13
+existing writable types. **No breaking changes vs v0.5.0** — the
+v0.6 surface is additive (M38 only). Built as a single milestone
+(M38). See [CHANGELOG.md](./CHANGELOG.md) for the full
+per-milestone release notes.
+
+**OAuth deferral (unchanged from v0.5.0).** `monday auth login` is
+registered but the canonical Monday OAuth app is not registered in
+v0.6.0; the verb surfaces a clear `usage_error.details.reason:
+oauth_unregistered` pointing at `MONDAY_API_TOKEN`. Multi-profile
+config + per-profile credentials cache work fully against API
+tokens; OAuth registration revisits in v0.6.x / v0.7 contingent on
+user demand.
+
+**v0.5.0 (the previous release):**
 the v0.4 surface PLUS the full team-writer surface
 (`monday user team-list/get/create/delete/add-members/remove-members`),
 the full Monday workdocs CRUD mutation surface — doc-level
@@ -310,20 +342,9 @@ the full Monday workdocs CRUD mutation surface — doc-level
 doc-block (`monday doc block-create/block-update/block-delete`),
 and doc-content import (`monday doc import-html/append-markdown`) —
 closing the v0.4-M32 workdocs-mutation deferral. **16 new CLI
-verbs across 9 wire mutations.** **No breaking changes vs v0.4.0**
-— every v0.5 surface is additive. Built incrementally across
-M34–M37. See [CHANGELOG.md](./CHANGELOG.md) for the full
-per-milestone release notes.
+verbs across 9 wire mutations.** Built incrementally across M34–M37.
 
-**OAuth deferral (unchanged from v0.4.0).** `monday auth login` is
-registered but the canonical Monday OAuth app is not registered in
-v0.5.0; the verb surfaces a clear `usage_error.details.reason:
-oauth_unregistered` pointing at `MONDAY_API_TOKEN`. Multi-profile
-config + per-profile credentials cache work fully against API
-tokens; OAuth registration revisits in v0.5.x / v0.6 contingent on
-user demand.
-
-**v0.4.0 (the previous release):**
+**v0.4.0 (the prior release):**
 the v0.3 surface PLUS long-poll item activity streaming
 (`monday item watch <iid>` — NDJSON), parallel bulk dispatch
 (`monday item update --where ... --concurrency <N>`), asset uploads
@@ -333,7 +354,7 @@ workdocs CRUD mutation surface deferred to v0.5; shipped at v0.5),
 and shell completion (`monday completion bash|zsh|fish`). Built
 incrementally across M29–M33.
 
-**v0.3.0 (the prior release):**
+**v0.3.0 (the earlier release):**
 the v0.2 mutating core PLUS the Monday Dev convention layer
 (`monday dev` namespace — sprint / epic / release / task workflow
 shortcuts on top of standard board CRUD), multi-profile auth
@@ -623,22 +644,62 @@ row `tags`, `board_relation`, `dependency`.
   D13 empirical-probe pinning (rejected at 500KB, OK at 250KB on
   both surfaces).
 
-**v0.6 (next):** multi-level subitems remain conditional on
-Monday's data model surfacing them (slipped from v0.4 → v0.5 →
-v0.6 across two consecutive release-preps — Monday's
-`sub_items_board` still carries no `subtasks` column at API
-`2026-01`); cross-board `item move` value-overrides (Monday's
-`ColumnMappingInput` still carries no value slot — slipped twice
-for the same reason); resumable cross-board cursor pagination
-(per-board cursor-lifetime under aggregation needs design work);
-files-shaped friendly column writes (`--set <file-col>=<path>` and
-`--set-raw <file-col>=<json>` — `monday item upload` from v0.4-M31
-is the verb-shaped alternative path agents should use today).
+**What v0.6 added (M38; full per-milestone narrative in
+[CHANGELOG.md](./CHANGELOG.md)):**
+
+- **M38** — `monday item set <iid> <file-col>=<path>` +
+  `monday item update <iid> --set <file-col>=<path>` ship the
+  files-shaped friendly `--set` writer path, closing the v0.4 →
+  v0.5 → v0.6 carry-over of the inline form. Sibling-branch
+  dispatch at the column-resolution boundary routes file `--set`
+  to the v0.4-M31 `add_file_to_column` multipart wire; the
+  friendly translator stays JSON-output-shaped for the 13
+  existing writable types (per D1 closure). Mutex rules at M38:
+  exactly one file `--set` per call; mixing a file `--set` with
+  any value `--set` / `--set-raw` / `--name` surfaces `usage_
+  error.details.reason: "mixed_file_and_value_sets"`; 2+ file
+  `--set` entries surface `usage_error.details.reason: "multi_
+  file_set_unsupported"` (both deferred to v0.6.x per D2). The
+  bulk `item update --where ... --set <file-col>=<path>` and
+  `item create --set <file-col>=<path>` paths reject at the
+  resolution boundary with `details.reason: "file_set_on_bulk_
+  unsupported"` / `"file_set_on_create_unsupported"` (D5 / D6 —
+  defer to v0.6.x). `--set-raw <file-col>=<json>` STAYS REJECTED
+  per D3 — Monday's wire has no JSON-shape for
+  `change_column_value` on file columns; `monday item upload`
+  from v0.4-M31 remains the verb-shaped alternative path. **No
+  new ERROR_CODES** at M38 (registry stays at 29 — all
+  rejections route through existing `usage_error` /
+  `unsupported_column_type` / `not_found` / `validation_failed`
+  codes with `details.reason` discrimination).
+
+**v0.7 (next):** **Carry-forward backlog** (unpicked
+candidates remain in cli-design.md §13 slipped-candidates list
+pending future candidate-selection sessions): multi-level
+subitems remain conditional on Monday's data model surfacing
+them (slipped from v0.4 → v0.5 → v0.6 → v0.7 across three
+consecutive release-preps — Monday's `sub_items_board` still
+carries no `subtasks` column at API `2026-01`); cross-board
+`item move` value-overrides (Monday's `ColumnMappingInput`
+still carries no value slot — slipped three times for the same
+reason); resumable cross-board cursor pagination (per-board
+cursor-lifetime under aggregation needs design work);
+profile-scoped argument defaults (filed at the v0.6 kickoff
+candidate-selection session — extends `~/.monday-cli/config.toml`
+with a `[profiles.<name>.defaults]` table carrying scoping args;
+requires a prerequisite §13 carve-out Decision at pre-flight
+distinguishing aliases-as-stored-command-strings (still
+non-goal) from defaults-as-stored-flag-values (carve-out)).
+**v0.6.x carve-outs** ride on top: bulk + create file `--set`
+paths (D5 / D6 deferrals); multi-file `--set` per call (D2);
+file-`--set` stdin support (D7); these defer to v0.6.x within
+the v0.6 series.
 
 See [`docs/cli-design.md`](./docs/cli-design.md) §13 for the
-full roadmap, [`docs/v0.5-plan.md`](./docs/v0.5-plan.md) for the
-v0.5 milestone history, [`docs/v0.4-plan.md`](./docs/v0.4-plan.md)
-for v0.4, [`docs/v0.3-plan.md`](./docs/v0.3-plan.md) for v0.3, and
+full roadmap, [`docs/v0.6-plan.md`](./docs/v0.6-plan.md) for the
+v0.6 milestone history, [`docs/v0.5-plan.md`](./docs/v0.5-plan.md)
+for v0.5, [`docs/v0.4-plan.md`](./docs/v0.4-plan.md) for v0.4,
+[`docs/v0.3-plan.md`](./docs/v0.3-plan.md) for v0.3, and
 [`docs/v0.2-plan.md`](./docs/v0.2-plan.md) for v0.2.
 
 See [CHANGELOG.md](./CHANGELOG.md) for the per-release contract.

package/dist/api/column-types.d.ts

@@ -124,16 +124,30 @@ export declare const isReadOnlyForeverType: (type: string) => type is ReadOnlyFo
  * column_values` (`cli-design.md` §5.3 writer-expansion roadmap "files"
  * row + the escape-hatch contract).
  *
- * The friendly translator and `--set-raw` both go through
- * `change_column_value` / `change_multiple_column_values`, so a
- * `--set-raw` raw payload cannot reach the right wire surface for
- * these types — `--set-raw` rejects them with `unsupported_column_
- * type` carrying `deferred_to: "v0.6"`. v0.4-M31 shipped the verb-
- * shaped path (`monday item upload`); the `--set-raw <file-col>=
- * <json>` form remains deferred because it would need a separate
- * dispatch from the escape-hatch boundary into the multipart wire.
- * Slot slipped from v0.5 to v0.6 at v0.5 release-prep — v0.5 didn't
- * pick up the dispatch either.
+ * **Two write paths reach the multipart wire** post-v0.6-M38:
+ *
+ *   - **v0.4-M31 verb-shaped**: `monday item upload <iid> --column
+ *     <col> <file>` + `monday update upload <uid> <file>`. Direct
+ *     multipart dispatch via `addFileToColumn` /
+ *     `addFileToUpdate` (`src/api/assets.ts`).
+ *   - **v0.6-M38 friendly translator**: `monday item set <iid>
+ *     <file-col>=<path>` + `monday item update <iid> --set
+ *     <file-col>=<path>`. Sibling dispatch leg at the command
+ *     action body that detects `column.type === 'file'` AFTER
+ *     resolution + routes through `executeFileColumnSet`
+ *     (`src/api/file-column-set.ts`), which itself wraps M31's
+ *     `addFileToColumn` verbatim. Single-item only at M38; mutex
+ *     rules at the resolution boundary (D2/D5/D6 closures —
+ *     bulk + create paths reject; mixed-set rejects; multi-file-
+ *     set rejects).
+ *
+ * The `--set-raw <file-col>=<json>` form STAYS REJECTED at v0.6-M38
+ * per D3 closure — Monday's wire has no JSON-shape for
+ * `change_column_value` on file columns, and the escape-hatch
+ * contract "user supplies the JSON `change_column_value` accepts"
+ * doesn't compose with multipart. The rejection now points at
+ * BOTH write paths (M31 verb + M38 friendly `--set`) as
+ * alternatives.
  *
  * Currently one entry (`file`); the slot is plural because Monday may
  * surface other multipart-upload-shaped types in future API versions
@@ -211,10 +225,14 @@ export declare const getColumnRoadmapCategory: (type: string) => ColumnRoadmapCa
  *     path` is `null` (agents can't write at all; the column
  *     exists for read-side display / mirror sources only).
  *   - `'files_shaped'`: Monday writes the type via `add_file_to_
- *     column` (multipart upload). `monday item upload <iid> --column
- *     <col> <file>` shipped at v0.4-M31 as the agent-facing verb;
- *     `suggested_write_path` carries that pointer. Currently
- *     `file` only.
+ *     column` (multipart upload). Two write paths post-v0.6-M38:
+ *     `monday item upload <iid> --column <col> <file>` (M31; verb-
+ *     shaped) + `monday item set <iid> <file-col>=<path>` /
+ *     `monday item update <iid> --set <file-col>=<path>` (M38;
+ *     friendly translator dispatch). `suggested_write_path` is a
+ *     single human-readable string joining BOTH paths with ` OR `
+ *     (R-v0.6-NEW-3 watch-item: lift to `readonly string[]` at the
+ *     2nd N>1 consumer). Currently `file` only.
  *
  * Returns `null` for canonical types (membership in `WRITABLE_COLUMN_
  * TYPES`) — `column-create` skips emitting the warning when the type
@@ -228,11 +246,22 @@ export type NoncanonicalColumnTypeCategory = 'raw_writable' | 'read_only_forever
 export interface NoncanonicalColumnTypeDetails {
     readonly category: NoncanonicalColumnTypeCategory;
     /**
-     * The path agents should use to write to the column post-creation,
-     * matching cli-design §5.3 escape-hatch contract — `--set-raw
-     * <col>=<json>` for raw-writable types, `monday item upload`
-     * (v0.4-M31, multipart) for files-shaped types, `null` for
-     * read-only-forever types (no write path exists).
+     * The path(s) agents should use to write to the column post-
+     * creation, matching cli-design §5.3 escape-hatch + dispatch
+     * contracts:
+     *
+     *   - `raw_writable` types: `--set-raw <col>=<json>`.
+     *   - `read_only_forever` types: `null` (no write path exists —
+     *     the column exists for read-side display / mirror sources
+     *     only).
+     *   - `files_shaped` types post-v0.6-M38: a single human-readable
+     *     string joining BOTH write paths with ` OR ` — the v0.6-M38
+     *     friendly `monday item set <iid> <file-col>=<path>` /
+     *     `monday item update <iid> --set <file-col>=<path>` dispatch
+     *     AND the v0.4-M31 verb-shaped `monday item upload <iid>
+     *     --column <col> <file>`. R-v0.6-NEW-3 watch-item: lift to
+     *     `readonly string[]` at the 2nd N>1 consumer for structured
+     *     enumeration.
      */
     readonly suggestedWritePath: string | null;
 }

package/dist/api/column-types.d.ts.map

@@ -1 +1 @@
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package/dist/api/column-types.js

@@ -186,16 +186,30 @@ export const isReadOnlyForeverType = (type) => READ_ONLY_FOREVER_SET.has(type);
  * column_values` (`cli-design.md` §5.3 writer-expansion roadmap "files"
  * row + the escape-hatch contract).
  *
- * The friendly translator and `--set-raw` both go through
- * `change_column_value` / `change_multiple_column_values`, so a
- * `--set-raw` raw payload cannot reach the right wire surface for
- * these types — `--set-raw` rejects them with `unsupported_column_
- * type` carrying `deferred_to: "v0.6"`. v0.4-M31 shipped the verb-
- * shaped path (`monday item upload`); the `--set-raw <file-col>=
- * <json>` form remains deferred because it would need a separate
- * dispatch from the escape-hatch boundary into the multipart wire.
- * Slot slipped from v0.5 to v0.6 at v0.5 release-prep — v0.5 didn't
- * pick up the dispatch either.
+ * **Two write paths reach the multipart wire** post-v0.6-M38:
+ *
+ *   - **v0.4-M31 verb-shaped**: `monday item upload <iid> --column
+ *     <col> <file>` + `monday update upload <uid> <file>`. Direct
+ *     multipart dispatch via `addFileToColumn` /
+ *     `addFileToUpdate` (`src/api/assets.ts`).
+ *   - **v0.6-M38 friendly translator**: `monday item set <iid>
+ *     <file-col>=<path>` + `monday item update <iid> --set
+ *     <file-col>=<path>`. Sibling dispatch leg at the command
+ *     action body that detects `column.type === 'file'` AFTER
+ *     resolution + routes through `executeFileColumnSet`
+ *     (`src/api/file-column-set.ts`), which itself wraps M31's
+ *     `addFileToColumn` verbatim. Single-item only at M38; mutex
+ *     rules at the resolution boundary (D2/D5/D6 closures —
+ *     bulk + create paths reject; mixed-set rejects; multi-file-
+ *     set rejects).
+ *
+ * The `--set-raw <file-col>=<json>` form STAYS REJECTED at v0.6-M38
+ * per D3 closure — Monday's wire has no JSON-shape for
+ * `change_column_value` on file columns, and the escape-hatch
+ * contract "user supplies the JSON `change_column_value` accepts"
+ * doesn't compose with multipart. The rejection now points at
+ * BOTH write paths (M31 verb + M38 friendly `--set`) as
+ * alternatives.
  *
  * Currently one entry (`file`); the slot is plural because Monday may
  * surface other multipart-upload-shaped types in future API versions
@@ -227,7 +241,7 @@ export const categorizeNoncanonicalColumnType = (type) => {
     if (isFilesShapedType(type)) {
         return {
             category: 'files_shaped',
-            suggestedWritePath: 'monday item upload (v0.4-M31, multipart)',
+            suggestedWritePath: 'monday item set <iid> <file-col>=<path> (v0.6-M38; friendly) OR monday item upload <iid> --column <col> <file> (v0.4-M31; verb-shaped)',
         };
     }
     return {

package/dist/api/column-types.js.map

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