diff --git a/images/macos/software-report/SoftwareReport.Generator.ps1 b/images/macos/software-report/SoftwareReport.Generator.ps1
index 87c94459..b403cd78 100644
--- a/images/macos/software-report/SoftwareReport.Generator.ps1
+++ b/images/macos/software-report/SoftwareReport.Generator.ps1
@@ -80,6 +80,7 @@ $homebrewVersion = Run-Command "brew --version" | Select-Object -First 1
 $npmVersion = Run-Command "npm --version"
 $yarnVersion = Run-Command "yarn --version"
 $nugetVersion = Run-Command "nuget help" | Select-Object -First 1 | Take-Part -Part 2
+$pipVersion = Get-PipVersion -Version 2
 $pip3Version = Get-PipVersion -Version 3
 $condaVersion = Invoke-Expression "conda --version"
 $rubyGemsVersion = Run-Command "gem --version"
@@ -90,12 +91,9 @@ if ($os.IsHigherThanMojave) {
     $vcpkgVersion = Get-VcpkgVersion
     $markdown += New-MDList -Lines $vcpkgVersion -Style Unordered -NoNewLine
 }
-if ($os.IsLessThanBigSur) {
-    $pipVersion = Get-PipVersion -Version 2
-    $markdown += New-MDList -Style Unordered -Lines @("Pip ${pipVersion}") -NoNewLine
-}
 
 $markdown += New-MDList -Style Unordered -Lines @(
+    "Pip ${pipVersion}",
     "Pip ${pip3Version}",
     $bundlerVersion,
     "Carthage ${carthageVersion}",
diff --git a/images/macos/tests/Java.Tests.ps1 b/images/macos/tests/Java.Tests.ps1
index 9171eb5b..450c23ec 100644
--- a/images/macos/tests/Java.Tests.ps1
+++ b/images/macos/tests/Java.Tests.ps1
@@ -11,7 +11,7 @@ function Get-NativeVersionFormat {
     return $Version
 }
 
-Describe "Java" -Skip:($os.IsBigSur) {
+Describe "Java" {
     BeforeAll {
         function Validate-JavaVersion {
             param($JavaCommand, $ExpectedVersion)
diff --git a/images/macos/tests/Python.Tests.ps1 b/images/macos/tests/Python.Tests.ps1
index 76cd8941..76e5b497 100644
--- a/images/macos/tests/Python.Tests.ps1
+++ b/images/macos/tests/Python.Tests.ps1
@@ -12,7 +12,7 @@ Describe "Python" {
         (Get-CommandResult "python --version").Output | Should -BeLike "Python 2.*"
     }
 
-    It "Python 2 is installed under /usr/local/bin" -Skip:($os.IsBigSur) {
+    It "Python 2 is installed under /usr/local/bin" {
         Get-WhichTool "python" | Should -BeLike "/usr/local/bin*"
     }
 
@@ -24,7 +24,7 @@ Describe "Python" {
         Get-WhichTool "python3" | Should -BeLike "/usr/local/bin*"
     }
 
-    It "Pip 2 is available" -Skip:($os.IsBigSur) {
+    It "Pip 2 is available" {
         "pip --version" | Should -ReturnZeroExitCode
     }