diff --git a/CHANGELOG.md b/CHANGELOG.md
index d47d1771..75c6a694 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,13 @@ For older change log history see the [historic changelog](HISTORIC_CHANGELOG.md)
 
 ## [Unreleased]
 
+### Fixed
+
+- WebVirtualDirectory
+  In WebVirtualDirectory WebApplication '' and '/' can now be used interchangeably.
+  - Fixed Add WebVirtualDirectory when WebApplication = '/' [Issue #331](https://github.com/dsccommunity/WebAdministrationDsc/issues/331).
+  - Fixed Remove WebVirtualDirectory when WebApplication = '' [Issue #366](https://github.com/dsccommunity/WebAdministrationDsc/issues/366).
+
 ## [4.0.0] - 2022-09-17
 
 ### Changed
diff --git a/source/DSCResources/DSC_WebVirtualDirectory/DSC_WebVirtualDirectory.psm1 b/source/DSCResources/DSC_WebVirtualDirectory/DSC_WebVirtualDirectory.psm1
index 92b9b8a7..6457a015 100644
--- a/source/DSCResources/DSC_WebVirtualDirectory/DSC_WebVirtualDirectory.psm1
+++ b/source/DSCResources/DSC_WebVirtualDirectory/DSC_WebVirtualDirectory.psm1
@@ -102,6 +102,19 @@ function Set-TargetResource
 
     if ($Ensure -eq 'Present')
     {
+        <#
+            Issue #331
+            WebApplication = '/' will cause New-WebVirtualDirectory to write
+            double slash ('//$Name') to config file.
+            This in turn causes Get-WebVirtualDirectory to not find the Virtual Directory.
+            WebApplication = '' works.
+            Note the opposite problem with Remove-WebVirtualDirectory.
+        #>
+        if ($WebApplication -eq '/')
+        {
+            $WebApplication = ''
+        }
+
         $virtualDirectory = Get-WebVirtualDirectory -Site $Website `
                                                     -Name $Name `
                                                     -Application $WebApplication
@@ -134,6 +147,18 @@ function Set-TargetResource
 
     if ($Ensure -eq 'Absent')
     {
+        <#
+            Issue #366
+            WebApplication = '' will cause Remove-WebVirtualDirectory to throw
+            "PowerShell Desired State Configuration does not support execution of commands in an interactive mode ...".
+            WebApplication = '/' works.
+            Note the opposite problem with New-WebVirtualDirectory.
+        #>
+        if ($WebApplication -eq '')
+        {
+            $WebApplication = '/'
+        }
+
         Write-Verbose -Message ($script:localizedData.VerboseSetTargetRemoveVirtualDirectory -f $Name)
         Remove-WebVirtualDirectory -Site $Website `
                                    -Application $WebApplication `
diff --git a/tests/Integration/DSC_WebVirtualDirectory.Integration.Tests.ps1 b/tests/Integration/DSC_WebVirtualDirectory.Integration.Tests.ps1
index fd1f43dc..edb7f13f 100644
--- a/tests/Integration/DSC_WebVirtualDirectory.Integration.Tests.ps1
+++ b/tests/Integration/DSC_WebVirtualDirectory.Integration.Tests.ps1
@@ -88,6 +88,48 @@ try
             $result.path            | Should Be "/$($DSCConfig.AllNodes.WebVirtualDirectory)"
             $result.physicalPath    | Should Be $DSCConfig.AllNodes.PhysicalPath
         }
+
+        It 'Should create a WebVirtualDirectory with WebApplication = ''/''' -Test {
+
+            configuration DSC_WebVirtualDirectory_WebApplicationSlash
+            {
+                Import-DscResource -ModuleName WebAdministrationDsc
+
+                Node $AllNodes.NodeName
+                {
+                    WebVirtualDirectory WebVirtualDirectory
+                    {
+                        Ensure = 'Present'
+                        Website = $Node.Website
+                        WebApplication = '/'
+                        Name = $Node.WebVirtualDirectory
+                        PhysicalPath = $Node.PhysicalPath
+                    }
+                }
+            }
+
+            & "DSC_WebVirtualDirectory_WebApplicationSlash" `
+            -OutputPath $TestDrive `
+            -ConfigurationData $dscConfig
+
+            Reset-DscLcm
+
+            Start-DscConfiguration `
+                -Path $TestDrive `
+                -ComputerName localhost `
+                -Wait `
+                -Verbose `
+                -Force `
+                -ErrorAction Stop
+
+            # Build results to test
+            $result = Get-WebVirtualDirectory -Site $DSCConfig.AllNodes.Website `
+                -Application '/' `
+                -Name $DSCConfig.AllNodes.WebVirtualDirectory
+
+            # Test virtual directory settings are correct
+            $result                 | Should Not BeNullOrEmpty
+        }
     }
 
     Describe "$($script:dscResourceName)_Absent" {
@@ -142,6 +184,106 @@ try
             # Test virtual directory is removed
             $result | Should BeNullOrEmpty
         }
+
+        It 'Should remove a WebVirtualDirectory with WebApplication = ''''' -Test {
+
+            <#
+                Use different name since test data does not get cleaned up.
+                Use of Name = $Node.WebVirtualDirectory may throw
+                "Destination element already exists, please use "force" parameter to override"
+                if test 'Should create a WebVirtualDirectory with WebApplication = "/"' have failed.
+                If that test succeeded this tests setup step would find the resource already existing (and succeed).
+            #>
+            $virtualDirectoryName = "$($Node.WebVirtualDirectory)2"
+
+            # Declare local configurations
+            configuration DSC_WebVirtualDirectory_WebApplicationBlank_add
+            {
+                Import-DscResource -ModuleName WebAdministrationDsc
+
+                Node $AllNodes.NodeName
+                {
+                    WebVirtualDirectory WebVirtualDirectory
+                    {
+                        Ensure = 'Present'
+                        Website = $Node.Website
+                        WebApplication = ''
+                        Name = $virtualDirectoryName
+                        PhysicalPath = $Node.PhysicalPath
+                    }
+                }
+            }
+
+            configuration DSC_WebVirtualDirectory_WebApplicationBlank_remove
+            {
+                Import-DscResource -ModuleName WebAdministrationDsc
+
+                Node $AllNodes.NodeName
+                {
+                    WebVirtualDirectory WebVirtualDirectory
+                    {
+                        Ensure = 'Absent'
+                        Website = $Node.Website
+                        WebApplication = ''
+                        Name = $virtualDirectoryName
+                        PhysicalPath = $Node.PhysicalPath
+                    }
+                }
+            }
+
+            # local helper
+            function Get-WebApplicationBlankVirtualDirectory()
+            {
+                return Get-WebVirtualDirectory -Site $DSCConfig.AllNodes.Website `
+                    -Application '' `
+                    -Name $virtualDirectoryName
+            }
+
+            # Execute setup
+            & "DSC_WebVirtualDirectory_WebApplicationBlank_add" `
+            -OutputPath $TestDrive `
+            -ConfigurationData $dscConfig
+
+            Reset-DscLcm
+
+            Start-DscConfiguration `
+                -Path $TestDrive `
+                -ComputerName localhost `
+                -Wait `
+                -Verbose `
+                -Force `
+                -ErrorAction Stop
+
+            # Verify intermediate result
+            $resultIntermediate = Get-WebApplicationBlankVirtualDirectory
+
+            # Virtual directory have been created
+            $resultIntermediate     | Should Not BeNullOrEmpty
+
+            # Execute Test operation
+            & "DSC_WebVirtualDirectory_WebApplicationBlank_remove" `
+            -OutputPath $TestDrive `
+            -ConfigurationData $dscConfig
+
+            <#
+                Issue #366
+                Before change this statement throws exception
+                "PowerShell Desired State Configuration does not support execution of commands in an interactive mode ..."
+            #>
+            Start-DscConfiguration `
+                -Path $TestDrive `
+                -ComputerName localhost `
+                -Wait `
+                -Verbose `
+                -Force `
+                -ErrorAction Stop
+
+            # Build results to test
+            $result = Get-WebApplicationBlankVirtualDirectory
+
+            # Test virtual directory is removed
+            $result | Should BeNullOrEmpty
+        }
     }
 
 }
diff --git a/tests/Unit/DSC_WebVirtualDirectory.Tests.ps1 b/tests/Unit/DSC_WebVirtualDirectory.Tests.ps1
index 6faec774..d03d344f 100644
--- a/tests/Unit/DSC_WebVirtualDirectory.Tests.ps1
+++ b/tests/Unit/DSC_WebVirtualDirectory.Tests.ps1
@@ -186,6 +186,30 @@ try
                 }
             }
 
+            Context 'Ensure = Present and WebApplication = ''/''' {
+                # Issue #331
+                It 'Should change WebApplication to ''''' {
+                    $mockSite = @{
+                        Name = 'SomeName'
+                        Website = 'Website'
+                        WebApplication = '/'
+                        PhysicalPath = 'PhysicalPath'
+                    }
+
+                    Mock -CommandName New-WebVirtualDirectory -MockWith { return $null }
+
+                    Set-TargetResource -Website $mockSite.Website `
+                        -WebApplication $mockSite.WebApplication `
+                        -Name $mockSite.Name `
+                        -PhysicalPath $mockSite.PhysicalPath `
+                        -Ensure 'Present'
+
+                    Assert-MockCalled -CommandName New-WebVirtualDirectory -Exactly 1 -ParameterFilter {
+                        return "$Application" -eq ''
+                    }
+                }
+            }
+
             Context 'Ensure = Present and virtual directory exists' {
                 It 'Should call Set-ItemProperty' {
                     $mockSite = @{
@@ -230,6 +254,31 @@ try
                     Assert-MockCalled -CommandName Remove-WebVirtualDirectory -Exactly 1
                 }
             }
+
+            Context 'Ensure = Absent and WebApplication = ''''' {
+                # Issue #366
+                It 'Should change WebApplication to ''/''' {
+                    $mockSite = @{
+                        Name = 'SomeName'
+                        Website = 'Website'
+                        WebApplication = ''
+                        PhysicalPath = 'PhysicalPath'
+                        Count = 1
+                    }
+
+                    Mock -CommandName Remove-WebVirtualDirectory -MockWith { return $null }
+
+                    Set-TargetResource -Website $mockSite.Website `
+                        -WebApplication $mockSite.WebApplication `
+                        -Name $mockSite.Name `
+                        -PhysicalPath $mockSite.PhysicalPath `
+                        -Ensure 'Absent'
+
+                    Assert-MockCalled -CommandName Remove-WebVirtualDirectory -Exactly 1 -ParameterFilter {
+                        return "$Application" -eq '/'
+                    }
+                }
+            }
         }
     }
 }