diff --git a/src/scount/c/statistics.c b/src/scount/c/statistics.c
index 6515f6c..a739115 100644
--- a/src/scount/c/statistics.c
+++ b/src/scount/c/statistics.c
@@ -21,7 +21,29 @@
 #include "reckon/reckon.h"
 #include "scount.h"
 
-static void reportError(const char* path, RcnCountStatistics* stats) {
+static void reportFileError(
+    const RcnCountStatistics* stats,
+    const RcnSourceFile* file,
+    const RcnCountResultGroup* result
+) {
+    logE("An error was encountered for the following file: '%s'", file->path);
+    const char* const statErr = (
+        stats->state.errorMessage
+        ? stats->state.errorMessage
+        : ""
+    );
+    const char* const fileErr = (
+        result->state.errorMessage
+        ? result->state.errorMessage
+        : ""
+    );
+    // Report only if it differs from the overall stats error message
+    if (strcmp(fileErr, "") != 0 && strcmp(statErr, fileErr) != 0) {
+        logE("%s (%#04x)", fileErr, result->state.errorCode); // LCOV_EXCL_LINE
+    }
+}
+
+static void reportError(const char* path, const RcnCountStatistics* stats) {
     if (stats->state.errorCode == RCN_ERR_INVALID_INPUT) {
         logE("Invalid input path: '%s'", path);
     } else {
@@ -41,6 +63,15 @@ static void reportError(const char* path, RcnCountStatistics* stats) {
         );
         // LCOV_EXCL_STOP
     }
+    if (stats->count.size > 1) {
+        for (size_t i = 0; i < stats->count.size; ++i) {
+            const RcnCountResultGroup* const result = &stats->count.results[i];
+            if (result->state.errorCode != RCN_ERR_NONE) {
+                reportFileError(stats, &stats->count.files[i], result);
+                break; // Show the first file-specific error only
+            }
+        }
+    }
 }
 
 static void reportInputVerbose(const char* path, RcnCountStatistics* stats) {
diff --git a/src/scount/tests/functionality/sh/test_scount.sh b/src/scount/tests/functionality/sh/test_scount.sh
index c1e7b98..14c9ba9 100644
--- a/src/scount/tests/functionality/sh/test_scount.sh
+++ b/src/scount/tests/functionality/sh/test_scount.sh
@@ -154,6 +154,8 @@ function test_scount_with_stop_on_error_option() {
   assert_stdout_is_empty;
   assert_stderr_contains "An error has occurred";
   assert_stderr_contains "Syntax error detected in source code";
+  assert_stderr_contains "An error was encountered for the following file:";
+  assert_stderr_contains "mixedWithSyntaxError/02_has_syntax_error.c";
 }
 
 function test_scount_with_valid_directory_input_and_stop_on_error_option() {