diff --git a/dtrx/dtrx.py b/dtrx/dtrx.py
index bf4bf05..4fb1297 100755
--- a/dtrx/dtrx.py
+++ b/dtrx/dtrx.py
@@ -1353,15 +1353,28 @@ def magic_map_matches(self, output, magic_map):
 
     def try_by_magic(self, filename):
         try:
-            process = subprocess.Popen(["file", "-zL", filename], stdout=subprocess.PIPE)
-            status = process.wait()
-            if status != 0:
+            result = subprocess.run(
+                ["file", "-zL", filename], stdout=subprocess.PIPE, stderr=subprocess.PIPE, text=True
+            )
+            if result.returncode != 0:
                 return []
+            # if output contains 'ERROR:[', there was an error unzipping the
+            # first archive entry. re-run without -z.
+            output = result.stdout.split("\n")[0]
+            if "ERROR:[" in output:
+                result = subprocess.run(
+                    ["file", "-L", filename],
+                    stdout=subprocess.PIPE,
+                    stderr=subprocess.PIPE,
+                    text=True,
+                )
+                if result.returncode != 0:
+                    return []
+                output = result.stdout.split("\n")[0]
+
         except FileNotFoundError:
             logger.error("'file' command not found, skipping magic test")
             return []
-        output = process.stdout.readline().decode("ascii")
-        process.stdout.close()
         if output.startswith("%s: " % filename):
             output = output[len(filename) + 2 :]
         mimes = self.magic_map_matches(output, self.magic_mime_map)
diff --git a/tests/test-1.23.whl b/tests/test-1.23.whl
new file mode 100644
index 0000000..aa0ff55
Binary files /dev/null and b/tests/test-1.23.whl differ
diff --git a/tests/tests.yml b/tests/tests.yml
index 43b0c28..029e3ad 100644
--- a/tests/tests.yml
+++ b/tests/tests.yml
@@ -987,3 +987,10 @@
   filenames: getting-started.crx
   baseline: |
     unzip -q $1 -d getting-started
+
+- name: whl
+  filenames: test-1.23.whl
+  baseline: |
+    mkdir test-1.23
+    cd test-1.23
+    unzip -q ../$1