diff --git a/Tools/github_functions.ps1 b/Tools/github_functions.ps1
index 6c3700b5..729f1e30 100644
--- a/Tools/github_functions.ps1
+++ b/Tools/github_functions.ps1
@@ -175,9 +175,13 @@ function Upload-GitHubReleaseAsset {
     )
 
     $UploadUri = $UploadUri -replace "(\{[\w,\?]*\})$"
-    $file = Get-Item -Path $FilePath
+    $files = Get-Item -Path $FilePath
 
-    $req_uploadZipAsset = Invoke-WebRequest -Uri "$($UploadUri)?name=$($file.Name)" -Method Post -Headers @{"Authorization"="token $AuthToken"} -ContentType $ContentType -InFile $file.FullName -ErrorAction Stop
+    # Get-Item could produce an array of files if a wildcard is provided. (C:\*.txt)
+    # Upload each matching item individually
+    foreach ($file in $files) {
+        $req_uploadZipAsset = Invoke-WebRequest -Uri "$($UploadUri)?name=$($file.Name)" -Method Post -Headers @{"Authorization"="token $AuthToken"} -ContentType $ContentType -InFile $file.FullName -ErrorAction Stop
+    }
 }