diff --git a/CLAUDE.md b/CLAUDE.md
index 02704d0f..d341d772 100644
--- a/CLAUDE.md
+++ b/CLAUDE.md
@@ -222,7 +222,9 @@ Codeman is a Claude Code session manager with web interface and autonomous Ralph
 
 **Prompt uploads** (`POST /api/sessions/:id/paste-image`: clipboard paste, drop, the Compose Attach key and the phone toolbar's Attach button; client wiring in `image-input.js` and `keyboard-accessory.js`): a pick is written to `<workspace>/.codeman-uploads/` and its path lands on the prompt as unsent text. The folder is IN the workspace because that is the only path identical for a local and a container agent, FLAT because `<workspace>/.codeman/` would BE the data dir when the workspace is the home directory, and self-ignoring through a `.gitignore` of `*` written ONCE with `wx` (a file already there is the user's and is never overwritten; the user's own ignore file is never touched). ⚠️ The directory names live ONLY in `paste-image-gc.ts` (`UPLOAD_DIR_NAMES`): the pre-move `.claude-images/` receives nothing but stays readable for one release, so the GC sweep and the delete cleanup (through `uploadDirs()`) and the image watcher's ignore filter (reading the names) cover BOTH; retire the legacy entry there, never by hand elsewhere. ⚠️ `uploadDirs()` is async and probes the workspace BOUNDED first (`probePathKind()`, the #516 rule: an `unknown` path is skipped, never touched; the sweep keeps the stall cap and the delete passes `pastCap`), then returns only REAL directories (lstat, so a planted symlink is never one), none that is or contains `getDataDir()` (one strictly inside it only holds uploads and is listed), and none for a remote session, since both consumers delete; the check is made at list time, and the same-user race after it is accepted. Images are buffered in memory under `MAX_PASTE_IMAGE_BYTES` (50MB) after a client-side canvas re-encode; a DOCUMENT (pdf, docx, pptx, xlsx, zip and the text family txt/md/csv/tsv/json/log/yaml/yml/xml; the curated `ALLOWED_DOCUMENT_EXTS`, never `SUPPORTED_ATTACHMENT_EXTENSIONS` or `EDITABLE_EXTENSIONS`, which carry sh/py/js/html) is admitted by its name's extension alone, buffered like an image, judged on its bytes by the same fail-closed `imageMagicMatchesExt` (`%PDF-`, `PK\x03\x04` for the OOXML trio and zip, UTF-8 without a NUL byte for text: a SIGNATURE or ENCODING check, never a structure or content check, so generic zip bytes pass as `.docx` and a script renamed `.txt` is text; the sh/py/js/html exclusion is a SCOPE choice by extension, keeping the server from storing what it would serve or run, not a content filter: the agent can already write any of those) and saved as `paste-<ts>-<hex>-<stem><ext>` with a sanitized stem (`[A-Za-z0-9._-]`, 40 chars, a wholly non-ASCII name leaves no stem; the `paste-` prefix is what the GC matches). A VIDEO is never buffered: `?kind=video` streams it to disk under `MAX_PASTE_VIDEO_BYTES` (1GB, env `CODEMAN_MAX_PASTE_VIDEO_BYTES`), judges the container on the first 12 bytes as they arrive (ISO BMFF / QuickTime atom, EBML for webm, Ogg for ogv; a mislabeled body is drained unwritten from there, never parked on disk first) and unlinks on any failure, a dead transfer included. ⚠️ The flag is the ONLY way onto that path and admits video types alone (the registry's `VIDEO_ATTACHMENT_EXTENSIONS`, single-sourced: mp4/webm/mov/m4v/ogv, so an uploaded video is one the file viewer can also play; 3gp/mkv are out, since a phone's camera roll produces neither and neither previews), so an image can never ride the larger cap through memory; without it the route is byte-identical to the image-only version. Busboy takes its size limit before the part is seen, which is why the choice rides the URL and not the file. ⚠️ A video draws on its OWN per-(IP, session) rate bucket (`consumeVideoToken`, 3/min) beside the image bucket (`consumePasteToken`, 30/min): at 1GB each, 30/min would be 30GB of disk a minute, so the lower rate bounds it to 3GB; the image path keeps the 30/min bucket and is unchanged without the flag. A remote (SSH) session is refused (400) before any disk touch: its `workingDir` is the remote path, so the file would land on THIS host where the agent cannot read it (Docker is fine, the workspace is bind-mounted at the same absolute path). ⚠️ A live session's workspace can still sit on a network mount that stopped answering, so the route probes it BOUNDED (`probePathKind(session.workingDir, { pastCap: true })`, the #516 rule) before the first disk touch and refuses an `unknown` mount through `describeUnknownPath()` (OPERATION_FAILED), the way session create does, so a mount already unreachable cannot freeze a libuv worker on every upload (a mount that dies after the probe is the same residual race create accepts). ⚠️ Dispatch mirrors the client: an `image/*` MIME takes the IMAGE path whatever the name says (a GIF named `animation.txt` stays a GIF), a document extension takes the document branch, and anything else takes the image path exactly as before, where the HEIC sniff still recovers a HEIC under a generic name; a foreign extension with no image MIME gets its `Unsupported file type` 400 only AFTER that sniff fails, never before, so nothing the image path ever accepted by its bytes is refused. A text mismatch is refused as not UTF-8 text (UTF-16 when the file opens with a UTF-16 BOM, as Excel's "Unicode Text" and Notepad's "Unicode" do), telling the user to save it as UTF-8, and its log line names the failure (`utf16-bom`/`nul-byte`/`not-utf8`) and never prints the bytes, since the head of a text file is user content. ⚠️ The client classifies a pick through ONE helper, `_promptAttachKind()` (MIME type first, then the name's extension, because some Android file managers hand over a File with none; returns `image`, `video` or `document`); every pick and paste filter (Attach, drop, the tile grid's drop in `tile-grid.js`, the Compose and paste-dialog pickers, the clipboard handlers), the flag and the re-encode gate read it, never `file.type` directly. Those surfaces ADMIT through `_admitPromptAttachments()` (image-input.js), which calls it and toasts what a pick skipped (how many files of a mixed pick, `Unsupported file type` when none pass, nothing for a text paste); a new surface admits through that helper too, never by filtering on `_promptAttachKind()` itself, or it loses the toasts. ⚠️ A pick that lands while the tile grid owns the terminal goes to the PTY, never the main terminal's overlay: that terminal is parked and hidden then, and a tile's Enter cannot flush it (`_tilesOwnTerminal()` in the `_attachFromToolbar` guard). Tests: `test/toolbar-attach.test.ts`, `test/mobile-prompt-composer.test.ts`, `test/paste-image-gc.test.ts`, `test/paste-image-dir-shared.test.ts`, `test/upload-document-list-parity.test.ts` (the browser's copies of `ALLOWED_DOCUMENT_EXTS`: `_promptAttachKind()`, the three pickers' `accept=` and the two file-path link patterns), the paste-image block of `test/routes/session-routes.test.ts`. → [architecture-invariants#buffers-uploads-and-terminal-history](docs/architecture-invariants.md#buffers-uploads-and-terminal-history)
 
-**File-path links (terminal + chat)**: a path an agent prints is clickable on BOTH surfaces and opens the file-preview overlay. ⚠️ ONE pattern (`FILE_PATH_LINK_PATTERN` / `absoluteFilePathPattern()` in constants.js) feeds the xterm link provider AND `_linkifyFilePaths()`, a fresh instance per call (`lastIndex`). Both call `findFilePathLinks()`, which adds `~/`, relative and folder paths without overlapping a rooted match or a URL; a relative path resolves against `workingDir` (`resolveLinkedFilePath`), `~/` only server-side on the session's host (attachment route), and `terminalPathLine()` joins a path a program hard-wrapped short of the edge. ⚠️ A folder link opens the **folder grid**: `POST /api/sessions/:id/folders` guards + GRANTS the folder (`folder-listing.ts`, own registry, never the 200-capped attachment registry), files come by bare name via `…/folders/:folderId/files/:name/*` through `resolveServableAttachmentPath` plus the same extension/regular-file gate on the symlink's resolved target, so no browser request carries a path; `~/` is refused in a Docker case (the container's home is not this host's). The chat linkifier walks TEXT NODES with DOM APIs, never rebuilds sanitized markup as a string. ⚠️ An out-of-workspace path goes through the ATTACHMENT routes (`POST /api/sessions/:id/attachments` with `notify: false`), never by widening `file-content`/`file-raw` or `file-stream-manager`'s `tail -f` allowlist. ⚠️ `TEXT_ATTACHMENT_EXTENSIONS` IS `EDITABLE_EXTENSIONS` (never a second list), and widening READ must never widen RUN: `html`/`htm`/`svg` stay download-only, other text is inert `text/plain`+`nosniff`. ⚠️ The ONE place HTML renders is `/html-view/<cap>/...` (`html-view-routes.ts`, `html-view-capabilities.ts`): `POST /api/sessions/:id/html-view` mints a capability for the file's own directory, every response carries `Content-Security-Policy: sandbox` WITHOUT `allow-same-origin` (opaque origin even as a top-level tab, so the page can never read Codeman or drive its API) and with NO fetch directive (open network, owner decision 2026-10-13: never restrict it or add `allow-same-origin` without the owner), and only non-dot, asset-allowlisted files under that directory are served (GET/HEAD only; capabilities revoked with the web-tab ones on logout). That tree is served recursively, so minting is refused for a hidden directory or a broad root (`isBroadHtmlViewRoot`); the preview renders by default and the **Page** pill (or a refused mint) falls through to the source view and its Edit button. Never serve HTML same-origin anywhere else. Tests: `test/routes/html-view-routes.test.ts`. Media extensions are single-sourced in `attachment-registry.ts`. ⚠️ **XLSX previews parse in the BROWSER**, never on the server; the admission limits that keep a hostile workbook from freezing the worker live in `src/web/CLAUDE.md` (Spreadsheet preview). → [architecture-invariants#file-path-links-terminal--response-viewer](docs/architecture-invariants.md#file-path-links-terminal--response-viewer)
+**File-path links (terminal + chat)**: a path an agent prints is clickable on BOTH surfaces and opens the file-preview overlay. ⚠️ ONE pattern (`FILE_PATH_LINK_PATTERN` / `absoluteFilePathPattern()` in constants.js) feeds the xterm link provider AND `_linkifyFilePaths()`, a fresh instance per call (`lastIndex`). Both call `findFilePathLinks()`, which reserves spaced-path spans first (even unlinkable ones), then adds rooted, `~/`, relative and folder paths without overlapping a reservation, earlier match or URL; a relative path resolves against `workingDir` (`resolveLinkedFilePath`), `~/` only server-side on the session's host (attachment route), and `terminalPathLine()` joins a path a program hard-wrapped short of the edge. ⚠️ A folder link opens the **folder grid**: `POST /api/sessions/:id/folders` guards + GRANTS the folder (`folder-listing.ts`, own registry, never the 200-capped attachment registry), files come by bare name via `…/folders/:folderId/files/:name/*` through `resolveServableAttachmentPath` plus the same extension/regular-file gate on the symlink's resolved target, so no browser request carries a path; `~/` is refused in a Docker case (the container's home is not this host's). The chat linkifier walks TEXT NODES with DOM APIs, never rebuilds sanitized markup as a string. ⚠️ An out-of-workspace path goes through the ATTACHMENT routes (`POST /api/sessions/:id/attachments` with `notify: false`), never by widening `file-content`/`file-raw` or `file-stream-manager`'s `tail -f` allowlist. ⚠️ `TEXT_ATTACHMENT_EXTENSIONS` IS `EDITABLE_EXTENSIONS` (never a second list), and widening READ must never widen RUN: `html`/`htm`/`svg` stay download-only, other text is inert `text/plain`+`nosniff`. ⚠️ The ONE place HTML renders is `/html-view/<cap>/...` (`html-view-routes.ts`, `html-view-capabilities.ts`): `POST /api/sessions/:id/html-view` mints a capability for the file's own directory, every response carries `Content-Security-Policy: sandbox` WITHOUT `allow-same-origin` (opaque origin even as a top-level tab, so the page can never read Codeman or drive its API) and with NO fetch directive (open network, owner decision 2026-10-13: never restrict it or add `allow-same-origin` without the owner), and only non-dot, asset-allowlisted files under that directory are served (GET/HEAD only; capabilities revoked with the web-tab ones on logout). That tree is served recursively, so minting is refused for a hidden directory or a broad root (`isBroadHtmlViewRoot`); the preview renders by default and the **Page** pill (or a refused mint) falls through to the source view and its Edit button. Never serve HTML same-origin anywhere else. Tests: `test/routes/html-view-routes.test.ts`. Media extensions are single-sourced in `attachment-registry.ts`. ⚠️ **XLSX previews parse in the BROWSER**, never on the server; the admission limits that keep a hostile workbook from freezing the worker live in `src/web/CLAUDE.md` (Spreadsheet preview). → [architecture-invariants#file-path-links-terminal--response-viewer](docs/architecture-invariants.md#file-path-links-terminal--response-viewer)
+
+Spaced paths are considered first by `findFilePathLinks()`: accepted candidates reserve their entire span even when unlinkable, so later rooted, relative and folder detectors cannot link fragments. Relative candidates whose first slash-containing word is their last word defer to ordinary detection to exclude list/label prose. This deliberately gives up spaces only in the top directory (`Saved to: 03 Attachments/plan.pptx`); prose shaped like deeper spaced paths (`- Fixed bug in src/My Docs/a.md`, `/home/me/proj contains a.md`) remains ambiguous. Trailing whitespace uses linear `trimEnd()` before the length cap.
 
 **Filesystem path picker** (Link Existing "Browse" + the mobile keyboard's `📁 Path` key): lazy one-directory browsing via `GET /api/filesystem/browse`, with `GET /api/filesystem/preview` for the tapped file. Inserts the path **without** Enter, so the prompt is never submitted; the sibling `⌫ All` key clears only the unsent prompt and must never send the agent's `/clear`. ⚠️ This is a **second file-serving surface and inherits neither the attachment confinement nor its ownership scoping** — it allowlists Home, `CASES_DIR`, `/mnt/d` and `CODEMAN_FILE_PICKER_ROOTS`, blocks sensitive trees, and rejects symlink escapes **after** `realpath`. ⚠️ The optional `sessionId` is an ownership boundary that must be `canAccessOwned`-checked by hand (it does not go through `findSessionOrFail`), and in multi-user mode a non-admin gets only their own `userSpacePath` as a root: per-user spaces live INSIDE `homedir()`, so a `Home` root exposes every other user's workspace. Previews go through the same global conversion limiter, and Markdown/TXT/JSON are served as inert `text/plain`. → [architecture-invariants#filesystem-path-picker](docs/architecture-invariants.md#filesystem-path-picker)
 
diff --git a/docs/architecture-invariants.md b/docs/architecture-invariants.md
index f446f4a1..0a4ac07e 100644
--- a/docs/architecture-invariants.md
+++ b/docs/architecture-invariants.md
@@ -407,7 +407,9 @@ A file path an agent prints is a link on both surfaces it can appear on, and cli
 
 ⚠️ **The terminal routes an out-of-workspace path to the preview, not the log viewer.** The log viewer spawns `tail -f` and allows only the workspace, `/var/log` and `~/logs`, so an external `.log`/`.json`/code path answered `Path must be within working directory or allowed log directories` while the SAME path clicked in the response viewer previewed fine. `activate()` now checks `_isExternalPreviewPath` alongside `previewsInFileViewer`. In-workspace text keeps the tail viewer, which is the point of it (live follow), except markdown (`.md`/`.markdown`, in `FILE_PREVIEW_EXTENSIONS` since the owner's 2026-10-13 decision, rendered as a document) and `.html`/`.htm` (`rendersAsPage()`, rendered as a page, see below), which always go to the preview; nothing widened `file-stream-manager`'s allowlist, so no `tail -f` is spawned on an arbitrary host path.
 
-**Path forms beyond the rooted one.** `findFilePathLinks(text)` (constants.js) is the single entry point both consumers call; it returns the rooted matches first, then `~/` and relative paths (`RELATIVE_FILE_PATH_LINK_PATTERN`, same extension list, pinned equal by `test/link-provider-regex.test.ts`), then folder paths, each only where it overlaps neither an earlier match nor an `http(s)` URL. A relative match must start at a boundary (line start, whitespace, quote, bracket, `=`, `,`, `>`), so it can never begin inside a word, an absolute path or a URL; brackets, `=` and `,` end it (`(shot.png)`, `OUT=shots/a.png`). `resolveLinkedFilePath()` resolves a relative path against the session's `workingDir` (`.`/`..` collapsed, so `../x.png` lands outside and routes like any external path) and passes absolute and `~/` paths through. ⚠️ `~` is the home of the SESSION'S host, which only the server knows: `~/` paths always take the attachment route, where `registerExternalAttachment` expands them (`homedir()` locally, `$HOME` inside the remote probe script), and the guard runs on the expanded, realpath-resolved path as before. ⚠️ Programs hard-wrap their own output short of the terminal edge (Claude Code breaks tool output at 59-118 columns), so xterm's `isWrapped` never fires. `terminalPathLine()` (link provider only; touch selection keeps `terminalLogicalLine`) joins the next row when the previous row ends in a path token with a `/` and no extension and the join reaches an extension; a row that starts a new path is never joined: rooted or `~/`, `./`/`../`, or a relative one that opens on the same top directory the broken token did (the next entry of `git ls-files`/`find`/`ls -R`: `src/components` + `src/index.ts` are two paths, not `src/componentssrc/index.ts`), while a wrapped path continues INSIDE a name, so `…/captures/2` + `026-10-10/…` still joins; a 3+ row chain is kept only if a later row completes the path, and the broken row must be at least as long as the continuing one (keeps `cd /mnt/foo` + a longer next line apart). Tests: `test/file-path-link-forms.test.ts`.
+**Path forms beyond the rooted one.** `findFilePathLinks(text)` (constants.js) is the single entry point both consumers call; it reserves spaced candidates first (including unlinkable spans), then detects rooted matches, then `~/` and relative paths (`RELATIVE_FILE_PATH_LINK_PATTERN`, same extension list, pinned equal by `test/link-provider-regex.test.ts`), then folder paths, each only where it overlaps neither an earlier match nor an `http(s)` URL. A relative match must start at a boundary (line start, whitespace, quote, bracket, `=`, `,`, `>`), so it can never begin inside a word, an absolute path or a URL; brackets, `=` and `,` end it (`(shot.png)`, `OUT=shots/a.png`). `resolveLinkedFilePath()` resolves a relative path against the session's `workingDir` (`.`/`..` collapsed, so `../x.png` lands outside and routes like any external path) and passes absolute and `~/` paths through. ⚠️ `~` is the home of the SESSION'S host, which only the server knows: `~/` paths always take the attachment route, where `registerExternalAttachment` expands them (`homedir()` locally, `$HOME` inside the remote probe script), and the guard runs on the expanded, realpath-resolved path as before. ⚠️ Programs hard-wrap their own output short of the terminal edge (Claude Code breaks tool output at 59-118 columns), so xterm's `isWrapped` never fires. `terminalPathLine()` (link provider only; touch selection keeps `terminalLogicalLine`) joins the next row when the previous row ends in a path token with a `/` and no extension and the join reaches an extension; a row that starts a new path is never joined: rooted or `~/`, `./`/`../`, or a relative one that opens on the same top directory the broken token did (the next entry of `git ls-files`/`find`/`ls -R`: `src/components` + `src/index.ts` are two paths, not `src/componentssrc/index.ts`), while a wrapped path continues INSIDE a name, so `…/captures/2` + `026-10-10/…` still joins; a 3+ row chain is kept only if a later row completes the path, and the broken row must be at least as long as the continuing one (keeps `cd /mnt/foo` + a longer next line apart). Tests: `test/file-path-link-forms.test.ts`.
+
+Spaced paths are considered first by `findFilePathLinks()`: accepted candidates reserve their entire span even when unlinkable, so later rooted, relative and folder detectors cannot link fragments. Relative candidates whose first slash-containing word is their last word defer to ordinary detection to exclude list/label prose. This deliberately gives up spaces only in the top directory (`Saved to: 03 Attachments/plan.pptx`); prose shaped like deeper spaced paths (`- Fixed bug in src/My Docs/a.md`, `/home/me/proj contains a.md`) remains ambiguous. Trailing whitespace uses linear `trimEnd()` before the length cap.
 
 **Folder grid: a folder is granted, then served by bare file name.** A folder path (rooted or `~/` whose last segment has no extension, relative only with a trailing `/`; `FOLDER_PATH_LINK_PATTERN` + `folderLinkPath()`) opens `openFolderGrid()` (panels-ui.js), as does the preview's "Show folder" button. `POST /api/sessions/:id/folders {path}` (`src/folder-listing.ts`) resolves the folder (locally a bounded `probePathKind(…, { pastCap: true })` first, then async `fs.realpath`; remotely one ssh round trip via `remoteListFolder`, through `runWithRemoteSshLimit`), runs the attachment guard on it (blocklist, `confineToWorkspace`, and in multi-user mode `folderAllowedForUser`: a non-admin only inside their own `userSpacePath` or the session's `workingDir`, as the filesystem path picker), locally BEFORE reading it, lists non-hidden subfolders and files of a supported attachment type (each file also blocklist-checked, newest first, capped at `MAX_FOLDER_ENTRIES`), and GRANTS it an id. Files are then fetched as `GET …/folders/:folderId/files/:name/(raw|preview|thumbnail)`: `:name` must be a bare file name of a supported type (no `/`, `\`, NUL, no leading `.`, since the listing hides those), the local file is probed bounded (`unknown` → 503, never 404), and the joined path goes through the SAME `resolveServableAttachmentPath` as an attachment by id (symlink re-resolution, remote re-probe, guard), then the same gate registration applies to what a symlink RESOLVES to (a supported extension on the resolved path and a regular file: locally `fs.stat`, remotely the probe kind; else 400, so `shot.png -> ../secret.bin` is not served and a FIFO or device behind a supported name never reaches `open`), then `folderAllowedForUser` once more on the resolved file, before `serveServableRaw` (the attachment raw route's body, shared) streams it. So browser requests still never carry a path. ⚠️ Grants live in their own registry (`folderGrants`, 32 per session, cleared with the session's attachments), NOT the attachment registry: that one is capped at 200 per session, and paging a folder of 300 renders would evict the session's real attachments. ⚠️ A local folder is never touched unbounded (#516 rule): a folder on a network mount that stopped answering answers 503 with `describeUnknownPath()`, not 404 and not a frozen server. ⚠️ The remote listing script tells "missing" (`E|n`, 404) from "is a file" (`E|f`, 400 `Not a folder`), because the client falls back to the file preview on `Not a folder`; a remote extensionless file otherwise answered "Folder not found". ⚠️ `.folder-grid-overlay` sits at `z-index: 5090`, one step BELOW the preview (5100) and above the response viewer (5000): a tile's preview opens on top and closing it lands back on the grid. ⚠️ ←/→/Esc are handled in a document CAPTURE listener with `stopPropagation`, because the terminal keeps keyboard focus under the overlays and an arrow that reached xterm would be typed into the session; inputs other than xterm's helper textarea keep their keys. ⚠️ A route PARAMETER is capped by the router (Fastify's default is 100 characters, answered as 404 "Route not found"), and a file name goes up to 255, percent-encoded: the server sets `routerOptions.maxParamLength` to `MAX_ROUTE_PARAM_LENGTH` (route-helpers.ts), the route test harness uses the same constant, and a wiring guard pins it. ⚠️ `~/` in a Docker case is refused with 400 (attachment POST and `POST …/folders`): the session is local for these routes, but `~` inside the container is the container's own home, and expanding it on the host would open a different file than the one the agent printed. Tests: `test/routes/folder-grid-routes.test.ts` (incl. the listing script on a real `sh`), `test/folder-grid-ui.test.ts`.
 
diff --git a/src/web/public/constants.js b/src/web/public/constants.js
index 3308dfd2..60b8a8bc 100644
--- a/src/web/public/constants.js
+++ b/src/web/public/constants.js
@@ -2154,9 +2154,9 @@ const RELATIVE_FILE_PATH_LINK_PATTERN =
 const FILE_LINK_EXTENSION_GROUP = /\\\.(\(\?:[^()]*\))\)\\b$/.exec(FILE_PATH_LINK_PATTERN.source)[1];
 
 /**
- * Every linkable file path in `text`, in order: absolute (rooted) paths first,
- * then `~/` and relative ones, then folder paths — each only where it overlaps
- * neither an earlier one nor a URL.
+ * Every linkable file path in `text`, sorted by position. Spaced candidates
+ * reserve their whole span first, even when unlinkable; rooted, `~/`, relative
+ * and folder detectors then skip reserved spans, earlier matches and URLs.
  *
  * The one entry point for both consumers (terminal link provider, response
  * viewer), so a path form is clickable in both or in neither.
@@ -2227,7 +2227,7 @@ function findFilePathLinks(text) {
  *
  *   /mnt/c/My Docs/report.docx              the whole line is the path
  *   - /mnt/c/My Docs/report.docx            after a list marker (`-`, `*`, `•`, `1.`, `2)`)
- *   Saved to: 03 Attachments/plan.pptx      after a short label (one to four words + `:`)
+ *   Saved to: 03 Attachments/Build SIPOC Design/plan.pptx      after a short label (one to four words + `:`)
  *
  * An absolute path may stand alone; a relative or `~/` one needs a marker or a
  * label, since a bare spaced relative candidate is ordinary prose. One trailing
@@ -2248,7 +2248,7 @@ function spacedFilePathOnLine(line) {
   const text = String(line || '');
   const prefix = /^[ \t]*((?:\d{1,3}[.)]|[-*•])[ \t]+)?((?:[A-Za-z][\w-]{0,30}(?: [\w-]{1,30}){0,3}):[ \t]+)?/.exec(text);
   const index = prefix[0].length;
-  const path = text.slice(index).replace(/\s+$/, '').replace(/[.,;:!?]$/, '');
+  const path = text.slice(index).trimEnd().replace(/[.,;:!?]$/, '');
   if (!path.includes(' ') || !path.includes('/') || path.length > 1000) return null;
   if (!path.startsWith('/') && !prefix[1] && !prefix[2]) return null;
   if (!PATH_TOKEN_ENDS_WITH_EXTENSION.test(path)) return null;
@@ -2262,6 +2262,11 @@ function spacedFilePathOnLine(line) {
   const rooted = SPACED_PATH_ROOT.test(path) || path.startsWith('~/');
   const segments = path.replace(/^~?\//, '').split('/');
   const link = (rooted || !path.startsWith('/')) && segments.every((seg) => seg && seg !== '.' && seg !== '..');
+  // A lone slash-containing final word after plain words is usually prose
+  // ("- Updated src/foo.ts"), not a spaced top-level directory. Let the
+  // ordinary detectors handle it, including explicit relative paths.
+  const firstSlash = words.findIndex((word) => word.includes('/'));
+  if (link && firstSlash === words.length - 1 && !path.startsWith('/')) return null;
   return { path, index, link };
 }
 
diff --git a/test/spaced-file-path-links.test.ts b/test/spaced-file-path-links.test.ts
index b799a888..8f49b89c 100644
--- a/test/spaced-file-path-links.test.ts
+++ b/test/spaced-file-path-links.test.ts
@@ -91,6 +91,32 @@ describe('spaced file paths', () => {
     expect(paths(`• Design committed in the isolated worktree: ${rel}`)).toEqual([rel]);
   });
 
+  it.each([
+    ['- Updated src/foo.ts', 'src/foo.ts'],
+    ['1. Added a test in test/foo.test.ts', 'test/foo.test.ts'],
+    ['• Ran npm test -- test/foo.test.ts', 'test/foo.test.ts'],
+    ['Error: cannot open src/foo.ts', 'src/foo.ts'],
+    ['Note: see src/foo.ts', 'src/foo.ts'],
+    ['- Moved ../a/b.ts', '../a/b.ts'],
+    ['Saved to: 03 Attachments/plan.pptx', 'Attachments/plan.pptx'],
+  ])('defers ambiguous relative prose to ordinary detectors: %s', (line, path) => {
+    expect(paths(line)).toEqual([path]);
+  });
+
+  it('pins residual ambiguity when spaces occur below the first directory', () => {
+    // Without filesystem knowledge these still have the shape of spaced paths.
+    expect(paths('- Fixed bug in src/My Docs/a.md')).toEqual(['Fixed bug in src/My Docs/a.md']);
+    expect(paths('/home/me/proj contains a.md')).toEqual(['/home/me/proj contains a.md']);
+    expect(paths('Saved to: ~/My Docs/plan.md')).toEqual(['~/My Docs/plan.md']);
+  });
+
+  it.each([40000, 80000])('stays linear with %i interior spaces', (length) => {
+    const line = '/home/a' + ' '.repeat(length) + 'x';
+    const start = performance.now();
+    findFilePathLinks(line);
+    expect(performance.now() - start).toBeLessThan(500);
+  });
+
   it('leaves unspaced paths to the ordinary detectors', () => {
     expect(paths('- /mnt/c/proj/docs/report.docx')).toEqual(['/mnt/c/proj/docs/report.docx']);
     expect(paths('• committed as /tmp/x/docs/specs/design.md:1 (e7ae1b4).')).toEqual(['/tmp/x/docs/specs/design.md']);