diff --git a/src/providers/deepseek.rs b/src/providers/deepseek.rs
index 7028b6ba..a643a11d 100644
--- a/src/providers/deepseek.rs
+++ b/src/providers/deepseek.rs
@@ -231,8 +231,12 @@ impl super::Provider for DeepSeekProvider {
                                 tracing::debug!("Offending DeepSeek Request Body: {}", serde_json::to_string(&probe_body).unwrap_or_default());
                                 Err(AppError::ProviderError(format!("DeepSeek API error ({}): {}", status, error_body)))?;
                             }
-                            _ => {
-                                Err(AppError::ProviderError(format!("Stream error: {}", e)))?;
+                            Ok(_) => {
+                                Err(AppError::ProviderError(format!("Stream error (probe returned 200): {}", e)))?;
+                            }
+                            Err(probe_err) => {
+                                tracing::error!("DeepSeek Stream Error Probe failed: {}", probe_err);
+                                Err(AppError::ProviderError(format!("Stream error (probe failed: {}): {}", probe_err, e)))?;
                             }
                         }
                     }
diff --git a/src/providers/openai.rs b/src/providers/openai.rs
index 9bbff7cc..dfbfa54d 100644
--- a/src/providers/openai.rs
+++ b/src/providers/openai.rs
@@ -351,8 +351,14 @@ impl super::Provider for OpenAIProvider {
                                 tracing::debug!("Offending OpenAI Request Body: {}", serde_json::to_string(&probe_body).unwrap_or_default());
                                 Err(AppError::ProviderError(format!("OpenAI API error ({}): {}", status, error_body)))?;
                             }
-                            _ => {
-                                Err(AppError::ProviderError(format!("Stream error: {}", e)))?;
+                            Ok(_) => {
+                                // Probe returned success? This is unexpected if the original stream failed.
+                                Err(AppError::ProviderError(format!("Stream error (probe returned 200): {}", e)))?;
+                            }
+                            Err(probe_err) => {
+                                // Probe itself failed
+                                tracing::error!("OpenAI Stream Error Probe failed: {}", probe_err);
+                                Err(AppError::ProviderError(format!("Stream error (probe failed: {}): {}", probe_err, e)))?;
                             }
                         }
                     }