diff --git a/src/Purrse.Api/Services/ChatService.cs b/src/Purrse.Api/Services/ChatService.cs
index 87f41d6..cc1afda 100644
--- a/src/Purrse.Api/Services/ChatService.cs
+++ b/src/Purrse.Api/Services/ChatService.cs
@@ -171,6 +171,13 @@ public class ChatService : IChatService
         if (!string.IsNullOrEmpty(request.PageContext))
         {
             userContent = $"{request.Message}\n\n[Current page data]\n{request.PageContext}";
+            _logger.LogInformation("Page context attached — {Length} chars, preview: {Preview}",
+                request.PageContext.Length,
+                request.PageContext.Length > 200 ? request.PageContext[..200] + "..." : request.PageContext);
+        }
+        else
+        {
+            _logger.LogInformation("No page context attached to message");
         }
         ollamaMessages.Add(new OllamaToolMessage { Role = "user", Content = userContent });
 
@@ -248,9 +255,31 @@ public class ChatService : IChatService
             }
             else
             {
-                var rawContent = string.IsNullOrWhiteSpace(response?.Message?.Content)
-                    ? "I'm sorry, I couldn't process that request."
-                    : response!.Message!.Content;
+                var rawContent = response?.Message?.Content;
+
+                // If the model returned empty content and page context is present,
+                // the tool definitions may be overwhelming the model. Retry without
+                // tools so it can focus on answering from the page data.
+                if (string.IsNullOrWhiteSpace(rawContent) && !string.IsNullOrEmpty(request.PageContext) && i == 0)
+                {
+                    _logger.LogWarning("Model returned empty content with page context present — retrying without tools");
+                    var retryRequest = new OllamaToolChatRequest
+                    {
+                        Model = modelName,
+                        Messages = ollamaMessages,
+                        Stream = false,
+                        Tools = null // drop tools so the model focuses on the page data
+                    };
+                    var retryResponse = await CallOllamaAsync(ollamaUrl, retryRequest);
+                    rawContent = retryResponse?.Message?.Content;
+                }
+
+                if (string.IsNullOrWhiteSpace(rawContent))
+                {
+                    _logger.LogWarning("Model returned empty content (no tool calls). ToolCalls: {ToolCalls}, Done: {Done}",
+                        response?.Message?.ToolCalls?.Count ?? -1, response?.Done);
+                    rawContent = "I'm sorry, I couldn't process that request.";
+                }
 
                 // If the model responded without calling any tools on the first attempt
                 // AND there are no prior tool results AND no page context data, it