diff --git a/apps/web/src/components/ChatView.tsx b/apps/web/src/components/ChatView.tsx
index 8272abe33..8d607965a 100644
--- a/apps/web/src/components/ChatView.tsx
+++ b/apps/web/src/components/ChatView.tsx
@@ -4993,8 +4993,7 @@ export default function ChatView({ threadId }: ChatViewProps) {
                         onPaste={onComposerPaste}
                         placeholder={
                           isComposerApprovalState
-                            ? (activePendingApproval?.detail ??
-                              "Resolve this approval request to continue")
+                            ? "Resolve this approval request to continue"
                             : activePendingProgress
                               ? "Type your own answer, or leave this blank to use the selected option"
                               : showPlanFollowUpPrompt && activeProposedPlan
diff --git a/apps/web/src/components/DiffPanel.tsx b/apps/web/src/components/DiffPanel.tsx
index 98deb8199..afda09800 100644
--- a/apps/web/src/components/DiffPanel.tsx
+++ b/apps/web/src/components/DiffPanel.tsx
@@ -208,7 +208,7 @@ function DiffFileSection(props: {
         <Button
           size="icon-xs"
           variant="ghost"
-          aria-label={collapsed ? `Expand ${filePath}` : `Collapse ${filePath}`}
+          aria-label={collapsed ? "Expand file diff" : "Collapse file diff"}
           aria-expanded={!collapsed}
           onClick={() => onToggleCollapsed(filePath)}
           className="text-muted-foreground/80"
@@ -221,9 +221,8 @@ function DiffFileSection(props: {
           type="button"
           className="min-w-0 flex-1 truncate text-left font-mono text-[11px] text-foreground/90 underline-offset-2 hover:underline"
           onClick={() => onOpenInEditor(filePath)}
-          title={`Open ${filePath}`}
         >
-          {filePath}
+          {filePath.split("/").pop() ?? filePath}
         </button>
         {hasNonZeroStat(stats) && (
           <span className="hidden shrink-0 font-mono text-[10px] tabular-nums text-muted-foreground/80 sm:inline">
diff --git a/apps/web/src/components/GitActionsControl.tsx b/apps/web/src/components/GitActionsControl.tsx
index 4b3a5bebf..0201d51ae 100644
--- a/apps/web/src/components/GitActionsControl.tsx
+++ b/apps/web/src/components/GitActionsControl.tsx
@@ -933,7 +933,6 @@ export default function GitActionsControl({ gitCwd, activeThreadId }: GitActions
         loading: { title: "Opening file...", data: threadToastData },
         success: () => ({
           title: "Opened conflicted file",
-          description: filePath,
           data: threadToastData,
         }),
         error: (error) => ({
diff --git a/apps/web/src/components/Sidebar.tsx b/apps/web/src/components/Sidebar.tsx
index bcb84319c..78eb08342 100644
--- a/apps/web/src/components/Sidebar.tsx
+++ b/apps/web/src/components/Sidebar.tsx
@@ -798,7 +798,6 @@ export default function Sidebar() {
       toastManager.add({
         type: "success",
         title: "Path copied",
-        description: ctx.path,
       });
     },
     onError: (error) => {
diff --git a/apps/web/src/components/WorkspaceFileTree.tsx b/apps/web/src/components/WorkspaceFileTree.tsx
index bad8adf25..16b396eb6 100644
--- a/apps/web/src/components/WorkspaceFileTree.tsx
+++ b/apps/web/src/components/WorkspaceFileTree.tsx
@@ -62,7 +62,6 @@ export const WorkspaceFileTree = memo(function WorkspaceFileTree(props: {
       toastManager.add({
         type: "success",
         title: "Path copied",
-        description: ctx.path,
       });
     },
     onError: (error) => {
@@ -436,7 +435,6 @@ const WorkspaceSearchResultRow = memo(function WorkspaceSearchResultRow(props: {
         props.onOpenFile(props.entry.path, { metaKey: event.metaKey, ctrlKey: event.ctrlKey });
       }}
       onContextMenu={handleContextMenu}
-      title={props.entry.path}
     >
       <span className="mt-0.5 shrink-0">
         {isDirectory ? (
@@ -697,7 +695,6 @@ const WorkspaceFileRow = memo(function WorkspaceFileRow(props: {
         props.onOpenFile(props.entry.path, { metaKey: event.metaKey, ctrlKey: event.ctrlKey })
       }
       onContextMenu={handleContextMenu}
-      title={props.entry.path}
     >
       <span aria-hidden="true" className="size-3.5 shrink-0" />
       <VscodeEntryIcon
diff --git a/apps/web/src/components/chat/MessagesTimeline.tsx b/apps/web/src/components/chat/MessagesTimeline.tsx
index 426f35bb4..d9338ce67 100644
--- a/apps/web/src/components/chat/MessagesTimeline.tsx
+++ b/apps/web/src/components/chat/MessagesTimeline.tsx
@@ -984,17 +984,29 @@ function workToneClass(tone: "thinking" | "tool" | "info" | "error"): string {
   return "text-muted-foreground/40";
 }
 
+/**
+ * Returns a privacy-safe preview string for a collapsed work entry.
+ *
+ * - Commands: only the base command name (e.g. "git", "npm"), never arguments or paths.
+ * - File changes: only basenames of changed files, never full paths.
+ * - Tool details (JSON params, etc.): omitted entirely to prevent leaking
+ *   file paths, usernames, or other personal data during livestreams.
+ */
 function workEntryPreview(
   workEntry: Pick<TimelineWorkEntry, "detail" | "command" | "changedFiles">,
 ) {
-  if (workEntry.command) return workEntry.command;
-  if (workEntry.detail) return workEntry.detail;
+  if (workEntry.command) {
+    // Only show the base command name (first token), not arguments or subcommands.
+    const baseCommand = workEntry.command.trim().split(/\s+/)[0];
+    return baseCommand || null;
+  }
+  // Intentionally skip workEntry.detail — it may contain serialized tool inputs
+  // with full file paths, environment info, or other sensitive data.
   if ((workEntry.changedFiles?.length ?? 0) === 0) return null;
-  const [firstPath] = workEntry.changedFiles ?? [];
-  if (!firstPath) return null;
-  return workEntry.changedFiles!.length === 1
-    ? firstPath
-    : `${firstPath} +${workEntry.changedFiles!.length - 1} more`;
+  const basenames = workEntry.changedFiles!.map((p) => p.split("/").pop() ?? p);
+  const [first] = basenames;
+  if (!first) return null;
+  return basenames.length === 1 ? first : `${first} +${basenames.length - 1} more`;
 }
 
 function workEntryIcon(workEntry: TimelineWorkEntry): LucideIcon {
@@ -1083,26 +1095,27 @@ const SimpleWorkEntryRow = memo(function SimpleWorkEntryRow(props: {
               workToneClass(workEntry.tone),
               preview ? "text-muted-foreground/70" : "",
             )}
-            title={displayText}
           >
             <span className={cn("text-foreground/80", workToneClass(workEntry.tone))}>
               {heading}
             </span>
-            {preview && <span className="text-muted-foreground/55"> - {preview}</span>}
+            {preview && <span className="text-muted-foreground/55"> – {preview}</span>}
           </p>
         </div>
       </div>
       {hasChangedFiles && !previewIsChangedFiles && (
         <div className="mt-1 flex flex-wrap gap-1 pl-6">
-          {workEntry.changedFiles?.slice(0, 4).map((filePath) => (
-            <span
-              key={`${workEntry.id}:${filePath}`}
-              className="rounded-md border border-border/55 bg-background/75 px-1.5 py-0.5 font-mono text-[10px] text-muted-foreground/75"
-              title={filePath}
-            >
-              {filePath}
-            </span>
-          ))}
+          {workEntry.changedFiles?.slice(0, 4).map((filePath) => {
+            const basename = filePath.split("/").pop() ?? filePath;
+            return (
+              <span
+                key={`${workEntry.id}:${filePath}`}
+                className="rounded-md border border-border/55 bg-background/75 px-1.5 py-0.5 font-mono text-[10px] text-muted-foreground/75"
+              >
+                {basename}
+              </span>
+            );
+          })}
           {(workEntry.changedFiles?.length ?? 0) > 4 && (
             <span className="px-1 text-[10px] text-muted-foreground/55">
               +{(workEntry.changedFiles?.length ?? 0) - 4}
@@ -1157,7 +1170,6 @@ const CollapsedWorkEntryGroup = memo(function CollapsedWorkEntryGroup(props: {
               <p
                 key={`subentry:${entry.id}`}
                 className="truncate py-0.5 text-[10px] leading-4 text-muted-foreground/55"
-                title={preview ?? undefined}
               >
                 {preview ?? heading}
               </p>