diff --git a/Outpost/Features/Account/SettingsView.swift b/Outpost/Features/Account/SettingsView.swift
index 5d0e539..42eb31f 100644
--- a/Outpost/Features/Account/SettingsView.swift
+++ b/Outpost/Features/Account/SettingsView.swift
@@ -53,6 +53,7 @@ struct SettingsView: View {
     @State private var didCopyRevealedKey = false
     @State private var apiKeyPendingDeletion: OutlineAPIKey?
     @State private var deletingApiKeyId: String?
+    @State private var isShowingApiKeyWebOnlyNotice = false
 
     /// Full Local Sync and cache-clearing both need a real connection to be
     /// safe — clearing while offline (or letting Full Local Sync think it
@@ -772,8 +773,14 @@ struct SettingsView: View {
                 Text("Personal keys")
                     .font(.headline)
                 Spacer()
-                Button("New API Key…") { isShowingCreateApiKey = true }
-                    .disabled(!isEffectivelyOnline)
+                // TODO: apiKeys.create needs Outline's cookie+CSRF web
+                // session, not this app's Bearer-token auth — confirmed
+                // this app's requests to it don't work. Swap this back to
+                // `isShowingCreateApiKey = true` (the real create sheet
+                // below is fully built and untouched) once there's a
+                // supported native auth path, or Outline adds Bearer
+                // support for this endpoint.
+                Button("New API Key…") { isShowingApiKeyWebOnlyNotice = true }
             }
             .frame(maxWidth: 480)
 
@@ -807,6 +814,11 @@ struct SettingsView: View {
                 Text("Any scripts or integrations using \"\(name)\" will stop working immediately.")
             }
         }
+        .alert("Manage API Keys on the Web", isPresented: $isShowingApiKeyWebOnlyNotice) {
+            Button("OK") {}
+        } message: {
+            Text("Creating and deleting personal API keys currently requires Outline's web app, the same way Passkeys does — this app can only display your existing keys for now. We may add this here in the future if Outline supports it or we add the right kind of authentication.")
+        }
     }
 
     /// Shown exactly once, immediately after creation — Outline never
@@ -967,19 +979,28 @@ struct SettingsView: View {
             if deletingApiKeyId == key.id {
                 ProgressView().controlSize(.small)
             } else {
+                // TODO: apiKeys.delete — same web-session-only limitation
+                // as create above, see that comment. Swap back to
+                // `apiKeyPendingDeletion = key` (the real confirmation
+                // dialog + deleteApiKey(_:) below are fully built and
+                // untouched) once native auth can actually call it.
                 Button {
-                    apiKeyPendingDeletion = key
+                    isShowingApiKeyWebOnlyNotice = true
                 } label: {
                     Image(systemName: "trash")
                 }
                 .buttonStyle(.plain)
                 .foregroundStyle(.red)
-                .disabled(!isEffectivelyOnline)
             }
         }
         .padding(.vertical, 8)
     }
 
+    // TODO: not currently reachable from the UI — apiKeys.create needs
+    // Outline's cookie+CSRF web session, confirmed this app's Bearer-token
+    // requests to it don't work. Kept intact (and covered by OutlineKit
+    // tests) for when native auth can support it; see the "New API Key…"
+    // button's own TODO for the reconnect point.
     private func createApiKey() async {
         guard let apiClient = session.apiClient else { return }
         let trimmedName = newApiKeyName.trimmingCharacters(in: .whitespacesAndNewlines)
@@ -1007,6 +1028,9 @@ struct SettingsView: View {
         }
     }
 
+    // TODO: not currently reachable from the UI — same apiKeys.delete
+    // web-session-only limitation as createApiKey() above. Kept intact
+    // for the same reason; see the trash button's own TODO.
     private func deleteApiKey(_ key: OutlineAPIKey) async {
         guard let apiClient = session.apiClient else { return }
         apiKeyPendingDeletion = nil