diff --git a/apps/desktop/src/components/assistant-ui/thread.tsx b/apps/desktop/src/components/assistant-ui/thread.tsx
index 32501069fa7..ca7533c4c04 100644
--- a/apps/desktop/src/components/assistant-ui/thread.tsx
+++ b/apps/desktop/src/components/assistant-ui/thread.tsx
@@ -77,6 +77,7 @@ import type { HermesGateway } from '@/hermes'
 import { useResizeObserver } from '@/hooks/use-resize-observer'
 import { useI18n } from '@/i18n'
 import { DATA_IMAGE_URL_RE } from '@/lib/embedded-images'
+import { LinkifiedText } from '@/lib/external-link'
 import { triggerHaptic } from '@/lib/haptics'
 import { GitBranchIcon, Loader2Icon, Volume2Icon, VolumeXIcon } from '@/lib/icons'
 import { extractPreviewTargets } from '@/lib/preview-targets'
@@ -919,7 +920,7 @@ const SystemMessage: FC = () => {
       >
         <span className="font-mono text-muted-foreground/55">{slashStatus.groups.command}</span>
         <span className="mx-1.5 text-muted-foreground/35">·</span>
-        <span className="whitespace-pre-wrap">{slashStatus.groups.output.trim()}</span>
+        <LinkifiedText className="whitespace-pre-wrap" explicitOnly pretty={false} text={slashStatus.groups.output.trim()} />
       </MessagePrimitive.Root>
     )
   }
@@ -930,7 +931,7 @@ const SystemMessage: FC = () => {
       data-role="system"
       data-slot="aui_system-message-root"
     >
-      <span className="whitespace-pre-wrap">{text}</span>
+      <LinkifiedText className="whitespace-pre-wrap" explicitOnly pretty={false} text={text} />
     </MessagePrimitive.Root>
   )
 }
diff --git a/apps/desktop/src/lib/external-link.test.tsx b/apps/desktop/src/lib/external-link.test.tsx
index 4e529576548..5001f9c479a 100644
--- a/apps/desktop/src/lib/external-link.test.tsx
+++ b/apps/desktop/src/lib/external-link.test.tsx
@@ -165,4 +165,31 @@ describe('external link helpers', () => {
       'https://expedia.com/things-to-do/puerto-rico-el-yunque-rainforest-adventure'
     )
   })
+
+  it('explicitOnly skips bare filename/domain tokens and only links explicit URLs', () => {
+    installDesktopBridge()
+
+    render(
+      <LinkifiedText
+        explicitOnly
+        pretty={false}
+        text={'Report  https://paste.rs/abc\nagent.log  https://paste.rs/def\nerrors.log'}
+      />
+    )
+
+    const links = screen.getAllByRole('link')
+    expect(links.map(a => a.getAttribute('href'))).toEqual(['https://paste.rs/abc', 'https://paste.rs/def'])
+    // Bare filename-shaped tokens stay as plain text, not links.
+    expect(screen.queryByText(content => content.includes('agent.log'))).toBeTruthy()
+    expect(links.some(a => (a.textContent ?? '').includes('.log'))).toBe(false)
+  })
+
+  it('without explicitOnly, bare filename tokens are still linkified (default behavior)', () => {
+    installDesktopBridge()
+
+    render(<LinkifiedText pretty={false} text="open agent.log please" />)
+
+    const link = screen.getByRole('link', { name: 'agent.log' })
+    expect(link.getAttribute('href')).toBe('https://agent.log')
+  })
 })
diff --git a/apps/desktop/src/lib/external-link.tsx b/apps/desktop/src/lib/external-link.tsx
index 05f1ec02f66..ebdee577ac2 100644
--- a/apps/desktop/src/lib/external-link.tsx
+++ b/apps/desktop/src/lib/external-link.tsx
@@ -12,6 +12,12 @@ const titleSubs = new Map<string, Set<(value: string) => void>>()
 const URL_RE =
   /(?:https?:\/\/|www\.)[^\s<>"'`]+[^\s<>"'`.,;:!?)]|[a-z0-9](?:[a-z0-9-]*\.)+[a-z]{2,}(?:\/[^\s<>"'`.,;:!?)]*)?/gi
 
+// Explicit-scheme / www. URLs only — no bare-domain matching. Used where the
+// surrounding text is full of filename-shaped tokens (e.g. `agent.log`,
+// `errors.log` in a /debug report) that the bare-domain branch of URL_RE would
+// otherwise mistake for domains and linkify.
+const EXPLICIT_URL_RE = /(?:https?:\/\/|www\.)[^\s<>"'`]+[^\s<>"'`.,;:!?)]/gi
+
 const DOMAIN_RE = /^(?:www\.)?[a-z0-9](?:[a-z0-9-]*\.)+[a-z]{2,}(?::\d+)?(?:[/?#][^\s]*)?$/i
 const SKIP_PROTO_RE = /^(?:file|data|mailto|javascript|blob|chrome|about|hermes):/i
 const LOCAL_HOST_RE = /^(?:localhost|127\.0\.0\.1|0\.0\.0\.0|\[::1\])(?::\d+)?$/i
@@ -261,13 +267,14 @@ interface LinkifiedTextProps {
   className?: string
   text: string
   pretty?: boolean
+  explicitOnly?: boolean
 }
 
-export function LinkifiedText({ className, pretty = true, text }: LinkifiedTextProps) {
+export function LinkifiedText({ className, explicitOnly = false, pretty = true, text }: LinkifiedTextProps) {
   const nodes: ReactNode[] = []
   let cursor = 0
 
-  for (const match of text.matchAll(URL_RE)) {
+  for (const match of text.matchAll(explicitOnly ? EXPLICIT_URL_RE : URL_RE)) {
     const raw = match[0]
     const url = normalizeExternalUrl(raw)
     const index = match.index ?? 0