diff --git a/azure-pipelines/e2e-specs/autocomplete-posh-vcpkg.Tests.ps1 b/azure-pipelines/e2e-specs/autocomplete-posh-vcpkg.Tests.ps1
new file mode 100644
index 0000000000..abd2b2fbed
--- /dev/null
+++ b/azure-pipelines/e2e-specs/autocomplete-posh-vcpkg.Tests.ps1
@@ -0,0 +1,307 @@
+param (
+    [Parameter(Mandatory)][string]$poshVcpkgModulePath,
+    [Parameter(Mandatory)][string]$vcpkgExeDir
+)
+
+BeforeAll {
+    Import-Module $poshVcpkgModulePath
+
+    $env:PATH = $vcpkgExeDir + [System.IO.Path]::PathSeparator + $env:PATH
+
+    function Complete-InputCaret {
+        [OutputType([string[]])]
+        param (
+            [Parameter(Mandatory, Position = 0, ValueFromPipeline)]
+            [string]$InputCaretScript
+        )
+        $positionMatches = [regex]::Matches($InputCaretScript, '\^')
+        if ($positionMatches.Count -ne 1) {
+            throw 'Invalid caret cursor command, please indicate by only one ^ character'
+        }
+        $command = [string]$InputCaretScript.Replace('^', '')
+        $cursorPosition = [int]$positionMatches[0].Index
+        $result = [System.Management.Automation.CommandCompletion]::CompleteInput($command, $cursorPosition, $null)
+        return $result.CompletionMatches | Select-Object -ExpandProperty CompletionText
+    }
+}
+
+Describe 'Prerequisites tests' {
+    Context 'Internal function Complete-InputCaret tests' {
+        It 'Complete-InputCaret 1 caret string should success' {
+            { 'aaaa^' | Complete-InputCaret } | Should -Not -Throw
+        }
+
+        It 'Complete-InputCaret 0 caret string should throw' {
+            { 'aaaa' | Complete-InputCaret } | Should -Throw
+        }
+
+        It 'Complete-InputCaret 2 caret string should throw' {
+            { 'aaaa^^' | Complete-InputCaret } | Should -Throw
+        }
+
+        It 'Complete-InputCaret self should success' {
+            'Complete-InputCaret^' | Complete-InputCaret | Should -Contain 'Complete-InputCaret'
+        }
+    }
+
+    Context 'Exist module and command tests' {
+        It 'Should imported module posh-vcpkg' {
+            (Get-Module -Name posh-vcpkg).Name | Should -Be 'posh-vcpkg'
+        }
+
+        It 'Should have command vcpkg' {
+            Get-Command -Name vcpkg | Should -Not -BeNullOrEmpty
+        }
+    }
+}
+
+Describe 'Module posh-vcpkg tests' {
+}
+
+Describe 'Complete position tests' {
+}
+
+Describe 'Complete append tests' {
+    Context 'Complete command tests' {
+        It 'Should exact match command completions [vcpkg ver^] be [version]' {
+            'vcpkg ver^' | Complete-InputCaret | Should -Be 'version'
+        }
+
+        It 'Should complete command [vcpkg in^] contain [install]' {
+            'vcpkg in^' | Complete-InputCaret | Should -Contain 'install'
+        }
+
+        It 'Should complete command [vcpkg in^] contain [integrate]' {
+            'vcpkg in^' | Complete-InputCaret | Should -Contain 'integrate'
+        }
+    }
+
+    Context 'Complete command list tests' {
+        It 'Should complete command for blank space [vcpkg ^] contain [<_>]' -ForEach @(
+            'help'
+            'install'
+            'list'
+            'remove'
+            'version'
+        ) {
+            'vcpkg ^' | Complete-InputCaret | Should -Contain $_
+        }
+
+        It 'Should exact match command completions for blank space [vcpkg ^]' {
+            $completions = 'vcpkg ^' | Complete-InputCaret
+            $expected = @(
+                'acquire', 'create', 'env', 'format-manifest', 'integrate', 'portsdiff', 'upgrade', 'x-check-support'
+                'x-set-installed', 'acquire_project', 'deactivate', 'export', 'hash', 'list', 'remove', 'use'
+                'x-init-registry', 'x-update-baseline', 'activate', 'depend-info', 'fetch', 'help', 'new', 'search'
+                'version', 'x-package-info', 'x-update-registry', 'add', 'edit', 'find', 'install', 'owns', 'update'
+                'x-add-version', 'x-regenerate', 'x-vsinstances'
+            )
+            Compare-Object $completions $expected | Should -BeNullOrEmpty
+        }
+    }
+
+    Context 'Complete common option tests' {
+        It 'Should not complete common option for blank space [vcpkg ^] not yet contain [<_>]' -ForEach @(
+            '--host-triplet', '--host-triplet='
+            '--triplet', '--triplet='
+            '--vcpkg-root', '--vcpkg-root='
+        ) {
+            'vcpkg ^' | Complete-InputCaret | Should -Not -Contain $_
+        }
+    }
+
+    Context 'Complete common option argument tests' {
+        It 'Should not complete common option arguments for [vcpkg <argument>^] not yet contain [<expected>]' -ForEach @(
+            @{ argument = '--triplet='     ; expected = '--triplet=x64-windows' }
+            @{ argument = '--triplet=x64'  ; expected = '--triplet=x64-windows' }
+        ) {
+            'vcpkg {0}^' -f $argument | Complete-InputCaret | Should -Not -Contain $expected
+        }
+    }
+
+    # Skip due to https://github.com/PowerShell/PowerShell/issues/2912
+    Context 'Complete command option list tests conditionally - CoreOnly' -Tag CoreOnly {
+
+        It 'Should complete option flags with single minus [vcpkg <command> -^] contain [<expected>]' -ForEach @(
+            @{ command = 'install'  ; expected = '--editable' }
+            @{ command = 'remove'   ; expected = '--dry-run' }
+        ) {
+            'vcpkg {0} -^' -f $command | Complete-InputCaret | Should -Contain $expected
+        }
+
+        It 'Should complete option flags with double minus [vcpkg <command> --^] contain [<expected>]' -ForEach @(
+            @{ command = 'install'  ; expected = '--editable' }
+            @{ command = 'remove'   ; expected = '--dry-run' }
+        ) {
+            'vcpkg {0} --^' -f $command | Complete-InputCaret | Should -Contain $expected
+        }
+
+        It 'Should exact match command options for double minus [vcpkg <command> --^]' -ForEach @(
+            @{
+                command  = 'install'
+                expected = @(
+                    '--allow-unsupported', '--clean-after-build', '--clean-buildtrees-after-build'
+                    '--clean-downloads-after-build', '--clean-packages-after-build', '--dry-run', '--editable'
+                    '--enforce-port-checks', '--head', '--keep-going', '--no-downloads', '--no-print-usage'
+                    '--only-binarycaching', '--only-downloads', '--recurse', '--x-feature', '--x-no-default-features'
+                    '--x-prohibit-backcompat-features', '--x-use-aria2', '--x-write-nuget-packages-config', '--x-xunit'
+                )
+            }
+            @{
+                command  = 'remove'
+                expected = @('--dry-run', '--outdated', '--purge', '--recurse')
+            }
+        ) {
+            $completions = ('vcpkg {0} --^' -f $command) | Complete-InputCaret
+            Compare-Object $completions $expected | Should -BeNullOrEmpty
+        }
+    }
+
+    Context 'Complete command argument tests conditionally' {
+        It 'Should complete install with port name [<caretCmd>] contain [<expected>]' -ForEach @(
+            @{ caretCmd = 'vcpkg install vcpkg-^' ; expected = 'vcpkg-cmake' }
+        ) {
+            $caretCmd | Complete-InputCaret | Should -Contain $expected
+        }
+
+        It 'Should complete install port with triplet [<caretCmd>] contain [<expected>]' -ForEach @(
+            @{ caretCmd = 'vcpkg install vcpkg-cmake:^' ; expected = 'vcpkg-cmake:x64-windows' }
+        ) {
+            $caretCmd | Complete-InputCaret | Should -Contain $expected
+        }
+
+        It 'Should complete integrate with subcommand [vcpkg integrate ^] contain [powershell] - WindowsOnly' -Tag WindowsOnly {
+            'vcpkg integrate ^' | Complete-InputCaret | Should -Contain 'powershell'
+        }
+
+        It 'Should complete integrate with subcommand [vcpkg integrate ^] contain [bash] - NonWindowsOnly' -Tag NonWindowsOnly {
+            'vcpkg integrate ^' | Complete-InputCaret | Should -Contain 'bash'
+        }
+
+        It 'Should exact match command subcommands [vcpkg integrate ^] - WindowsOnly' -Tag WindowsOnly {
+            $expected = @('install', 'remove', 'powershell', 'project')
+            $completions = 'vcpkg integrate ^' | Complete-InputCaret
+            Compare-Object $completions $expected | Should -BeNullOrEmpty
+        }
+
+        It 'Should exact match command subcommands [vcpkg integrate ^] - NonWindowsOnly' -Tag NonWindowsOnly {
+            $expected = @('install', 'remove', 'bash', 'x-fish', 'zsh')
+            $completions = 'vcpkg integrate ^' | Complete-InputCaret
+            Compare-Object $completions $expected | Should -BeNullOrEmpty
+        }
+    }
+}
+
+# Context 'Complete command name tests' {
+
+#     It -Skip 'Should complete command list with blank space [<caretCmd>]' -TestCases (
+#         @{ caretCmd = 'vcpkg ^'          ; expected = 'version'; comment = 'without word' },
+#         @{ caretCmd = 'vcpkg ver^'       ; expected = 'version'; comment = 'with word' },
+#         @{ caretCmd = 'vcpkg.exe ver^'   ; expected = 'version'; comment = 'with native exe' },
+#         @{ caretCmd = './vcpkg ver^'     ; expected = 'version'; comment = 'with dot slash' },
+#         @{ caretCmd = '.\vcpkg ver^'     ; expected = 'version'; comment = 'with dot backslash' }
+#     ) {
+#         param($caretCmd, $expected, $comment)
+#         $caretCmd | Complete-InputCaret | Should -Contain $expected
+#     }
+
+#     It -Skip 'Should complete command word [<expected>] with [<caretCmd>] with <comment>' -TestCases (
+#         @{ caretCmd = 'vcpkg ^'          ; expected = 'version'; comment = 'without word' },
+#         @{ caretCmd = 'vcpkg ver^'       ; expected = 'version'; comment = 'with word' },
+#         @{ caretCmd = 'vcpkg.exe ver^'   ; expected = 'version'; comment = 'with native exe' },
+#         @{ caretCmd = './vcpkg ver^'     ; expected = 'version'; comment = 'with dot slash' },
+#         @{ caretCmd = '.\vcpkg ver^'     ; expected = 'version'; comment = 'with dot backslash' }
+#     ) {
+#         param($caretCmd, $expected, $comment)
+#         $caretCmd | Complete-InputCaret | Should -Contain $expected
+#     }
+
+# }
+
+# Context -Skip 'Complete command spaces tests' {
+
+#     It 'Should complete command <comment> [<caretCmd>]' -TestCases (
+#         @{ comment = 'spaces without argument'; caretCmd = 'vcpkg     ^'; expected = 'version' },
+#         @{ comment = 'before remaining'; caretCmd = 'vcpkg     ver^'; expected = 'version' },
+#         # @{ comment = 'with trailing spaces'; caretCmd = 'vcpkg ver     ^'; expected = 'version' },
+#         @{ comment = 'with leading spaces'; caretCmd = '     vcpkg ver^'; expected = 'version' }
+#     ) {
+#         param($caretCmd, $expected, $comment)
+#         $caretCmd | Complete-InputCaret | Should -Contain $expected
+#     }
+
+#     It 'Should complete command with trailing spaces [vcpkg ver     ^]' -Skip {
+#         'vcpkg ver     ^' | Complete-InputCaret | Should -Contain 'version'
+#     }
+
+# }
+
+# Context -Skip 'Complete command quotation tests' {
+
+#     It "Should complete command with quoted word [vcpkg 'ver'^]" {
+#         "vcpkg 'ver'^" | Complete-InputCaret | Should -Contain 'version'
+#     }
+
+#     It "Should complete command with quoted space [vcpkg ' '^]" {
+#         "vcpkg 'ver'^" | Complete-InputCaret | Should -Contain 'version'
+#     }
+
+#     It "Should complete command with quoted word [vcpkg 'version'^]" {
+#         "vcpkg 'ver'^" | Complete-InputCaret | Should -Contain 'version'
+#     }
+
+# }
+
+# Context -Skip 'Complete command intermediate tests' {
+
+#     It 'Should complete command <comment> [<caretCmd>]' -TestCases (
+#         @{ comment = 'end of word'; caretCmd = 'vcpkg version^'; expected = 'version' },
+#         @{ comment = 'middle of word'; caretCmd = 'vcpkg ver^sion'; expected = 'version' },
+#         @{ comment = 'front of word'; caretCmd = 'vcpkg ^version'; expected = 'version' }
+#     ) {
+#         param($caretCmd, $expected, $comment)
+#         $caretCmd | Complete-InputCaret | Should -Contain $expected
+#     }
+
+# }
+
+# Context -Skip 'Complete subcommand tests' {
+
+#     It 'Should complete subcommand [<expected>] from [<caretCmd>]' -TestCases (
+#         @{ caretCmd = 'vcpkg depend^'; expected = 'depend-info' },
+#         @{ caretCmd = 'vcpkg inst^'; expected = 'install' },
+#         @{ caretCmd = 'vcpkg int^'; expected = 'integrate' },
+#         @{ caretCmd = 'vcpkg rem^'; expected = 'remove' }
+#     ) {
+#         param($caretCmd, $expected)
+#         @($caretCmd | Complete-InputCaret)[0] | Should -BeExactly $expected
+#     }
+
+#     It 'Should complete subcommand two-level [powershell] from [vcpkg integrate power^]' -Skip {
+#         'vcpkg integrate power^' | Complete-InputCaret | Should -Contain 'powershell'
+#     }
+
+# }
+
+# Context -Skip 'Complete subcommand argument and options tests' {
+
+#     It 'Should complete argument [<expected>] from [<caretCmd>]' -TestCases (
+#         @{ caretCmd = 'vcpkg install vcpkg-cmake^'; expected = 'vcpkg-cmake-get-vars' },
+#         @{ caretCmd = 'vcpkg install vcpkg-cmake --^'; expected = '--dry-run' }
+#     ) {
+#         param($caretCmd, $expected)
+#         $caretCmd | Complete-InputCaret | Should -Contain $expected
+#     }
+
+# }
+
+# Context -Skip 'Complete complex tests' {
+
+#     It 'Should complete complex line [<expected>] from [<caretCmd>]' -TestCases (
+#         @{ caretCmd = 'echo powershell | % { vcpkg ver^ $_ }; echo $?'; expected = 'version' }
+#     ) {
+#         param($caretCmd, $expected)
+#         $caretCmd | Complete-InputCaret | Should -Contain $expected
+#     }
+
+# }
diff --git a/azure-pipelines/end-to-end-tests-dir/autocomplete-posh-vcpkg.ps1 b/azure-pipelines/end-to-end-tests-dir/autocomplete-posh-vcpkg.ps1
new file mode 100644
index 0000000000..6cd3d94ec1
--- /dev/null
+++ b/azure-pipelines/end-to-end-tests-dir/autocomplete-posh-vcpkg.ps1
@@ -0,0 +1,36 @@
+
+[string]$poshVcpkgModulePath = "$PSScriptRoot/../../scripts/posh-vcpkg.psd1"
+[string]$vcpkgExeDir = $VcpkgItem.Directory.FullName
+
+[string]$TestSpecsDir = "$PSScriptRoot/../e2e-specs"
+
+$containerPosh = New-PesterContainer -Path @(
+    "$TestSpecsDir/autocomplete-posh-vcpkg.Tests.ps1"
+) -Data @(
+    @{ 
+        poshVcpkgModulePath = $poshVcpkgModulePath
+        vcpkgExeDir         = $vcpkgExeDir
+    }
+)
+
+if ($null -eq $IsWindows) { Set-Variable IsWindows $true }
+
+$configuration = [PesterConfiguration]@{
+    Run    = @{
+        Container = @(
+            $containerPosh
+        )
+    }
+    Output = @{
+        Verbosity = 'Detailed'
+    }
+    Filter = @{
+        ExcludeTag = @{
+            NonWindowsOnly = -not $IsWindows
+            WindowsOnly    = $IsWindows
+            CoreOnly       = 'Core' -eq $PSEdition
+        }.GetEnumerator().Where{ -not $_.Value }.ForEach{ $_.Name }
+    }
+}
+
+Invoke-Pester -Configuration $configuration