diff --git a/src/app/api/proxy/route.ts b/src/app/api/proxy/route.ts
index 4916495..4e630ce 100644
--- a/src/app/api/proxy/route.ts
+++ b/src/app/api/proxy/route.ts
@@ -528,7 +528,7 @@ export async function POST(request: NextRequest) {
     console.error("Error processing request:", error);
 
     const errorMessage =
-      "You dingus, read the directions on sucker before trying again.";
+      "You dingus, read the directions on sucker before trying again. If you're trying to suck a bot with more tokens than your current context limit, try bumping your Context Size setting up on Generation Settings.";
 
     // Check if this was a streaming request
     const acceptHeader = request.headers.get("accept");
diff --git a/src/app/page.tsx b/src/app/page.tsx
index dba3746..afe72d6 100644
--- a/src/app/page.tsx
+++ b/src/app/page.tsx
@@ -928,6 +928,22 @@ export default function Home() {
             </DialogDescription>
           </DialogHeader>
           <div className="space-y-6">
+            <div>
+              <h3 className="font-semibold text-lg mb-2">Mar 2026 - Better error messaging for context size issues</h3>
+              <div className="space-y-2 text-sm text-muted-foreground">
+                <p>
+                  Identified an issue where attempting to pull bots with token counts
+                  greater than your configured context size would result in a dingus error
+                  with no useful explanation.
+                </p>
+                <p>
+                  Revised the error message to surface this more accurately. It now
+                  tells you to bump your Context Size in Generation Settings if you
+                  suspect this is the cause.
+                </p>
+              </div>
+            </div>
+            <Separator />
             <div>
               <h3 className="font-semibold text-lg mb-2">Jan 2026 - Direct image input</h3>
               <div className="space-y-2 text-sm text-muted-foreground">