diff --git a/lib/diagnostic.ps1 b/lib/diagnostic.ps1
index 4c67454cf9..9eb7579e1d 100644
--- a/lib/diagnostic.ps1
+++ b/lib/diagnostic.ps1
@@ -50,3 +50,14 @@ function check_long_paths {
 
     return $true
 }
+
+function check_envs_requirements {
+    if ($null -eq $env:COMSPEC) {
+        warn '$env:COMSPEC environment variable is missing.'
+        Write-Host "    By default the variable should points to the cmd.exe in Windows: '%SystemRoot%\system32\cmd.exe'."
+
+        return $false
+    }
+
+    return $true
+}
diff --git a/libexec/scoop-checkup.ps1 b/libexec/scoop-checkup.ps1
index df4a8b6ec5..d515469cda 100644
--- a/libexec/scoop-checkup.ps1
+++ b/libexec/scoop-checkup.ps1
@@ -12,6 +12,7 @@ $issues += !(check_windows_defender $false)
 $issues += !(check_windows_defender $true)
 $issues += !(check_main_bucket)
 $issues += !(check_long_paths)
+$issues += !(check_envs_requirements)
 
 if (!(Test-HelperInstalled -Helper 7zip)) {
     error "'7-Zip' is not installed! It's required for unpacking most programs. Please Run 'scoop install 7zip' or 'scoop install 7zip-zstd'."