diff --git a/scripts/Get-Changelog.ps1 b/scripts/Get-Changelog.ps1
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+#Requires -Version 5.0
+# We are not using Powershell >= 6.0, as the only supported debugger (vscode powershell extension) breaks on complex code. See: https://github.com/PowerShell/PowerShellEditorServices/issues/1295
+# This code can be run on PowerShell Core on any platform, but it is recommend to debug this code in Windows PowerShell ISE unless debugging happens to "just work" on your machine.
+# Expect the fix to be out at around the end of 2020/beginning of 2021, at which point consider upgrading this script to PowerShell 7 the next time maintenance is necessary.
+# -- Griffin Downs 2020-12-15 (@grdowns)
+
+using namespace System.Management.Automation
+using namespace System.Collections.Generic
+
+<#
+.SYNOPSIS
+    Changelog generator for vcpkg.
+.DESCRIPTION
+    The changelog generator uses GitHub's Pull Request and Files API to get
+    pull requests and their associated file changes over the provided date range.
+    Then, the data is processed into buckets which are presented to the user
+    as a markdown file.
+.EXAMPLE
+    Get-Changelog
+.EXAMPLE
+    Get-Changelog -StartDate 11/1/20 -EndDate 12/1/20
+.EXAMPLE
+    $cred = Get-Credential
+    Get-Changelog -Credentials $cred
+.OUTPUTS
+    A "CHANGELOG.md" file in the working directory. If the file already exists,
+    suffix is added to the filename and a new file is created to prevent overwriting.
+#>
+[CmdletBinding(PositionalBinding=$True)]
+Param (
+    # The begin date range (inclusive)
+    [Parameter(Mandatory=$True, Position=0)]
+    [ValidateScript({$_ -le (Get-Date)})]
+    [DateTime]$StartDate,
+
+    # The end date range (exclusive)
+    [Parameter(Mandatory, Position=1)]
+    [ValidateScript({$_ -le (Get-Date)})]
+    [DateTime]$EndDate,
+
+    [Parameter(Mandatory=$True)]
+    [String]$OutFile,
+
+    # GitHub credentials (username and PAT)
+    [Parameter()]
+    [Credential()]
+    [PSCredential]$Credentials
+)
+
+Set-StrictMode -Version 2
+
+if (-not $Credentials) {
+    $Credentials = Get-Credential -Message 'Enter GitHub Credentials (username and PAT)'
+    if (-not $Credentials) {
+        throw [System.ArgumentException]::new(
+            'Cannot process command because of the missing mandatory parameter: Credentials.'
+        )
+    }
+}
+
+function Get-AuthHeader() {
+    [CmdletBinding()]
+    Param(
+        [Parameter(Mandatory=$True)]
+        [Credential()]
+        [PSCredential]$Credentials
+    )
+    @{ Authorization = 'Basic ' + [System.Convert]::ToBase64String([System.Text.Encoding]::ASCII.GetBytes(
+        "$($Credentials.UserName):$($Credentials.GetNetworkCredential().Password)")) }
+}
+
+$response = Invoke-WebRequest -uri 'https://api.github.com' -Headers (Get-AuthHeader $Credentials)
+if ('X-OAuth-Scopes' -notin $response.Headers.Keys) {
+    throw [System.ArgumentException]::new(
+        "Cannot validate argument on parameter 'Credentials'. Incorrect GitHub credentials"
+    )
+}
+
+
+function Get-MergedPullRequests {
+    [CmdletBinding()]
+    [OutputType([Object[]])]
+   Param(
+        [Parameter(Mandatory=$True, Position=0)]
+        [ValidateScript({$_ -le (Get-Date)})]
+        [DateTime]$StartDate,
+
+        # The end date range (exclusive)
+        [Parameter(Mandatory, Position=1)]
+        [ValidateScript({$_ -le (Get-Date)})]
+        [DateTime]$EndDate,
+
+        [Parameter(Mandatory=$True)]
+        [Credential()]
+        [PSCredential]$Credentials
+    )
+    Begin {
+        $RequestSplat = @{
+            Uri = 'https://api.github.com/repos/Microsoft/vcpkg/pulls'
+            Body = @{
+                state = 'closed'
+                sort = 'updated'
+                base = 'master'
+                per_page = 100
+                direction = 'desc'
+                page = 1
+            }
+        }
+        $Epoch = Get-Date -AsUTC
+        $DeltaEpochStart = ($Epoch - $StartDate).Ticks
+
+        $ProgressSplat = @{
+            Activity = "Searching for merged Pull Requests in date range: $($StartDate.ToString('yyyy-MM-dd')) - $($EndDate.ToString('yyyy-MM-dd'))"
+            PercentComplete = 0
+        }
+
+        Write-Progress @ProgressSplat
+
+        $writeProgress = {
+            $ProgressSplat.PercentComplete = 100 * ($Epoch - $_.updated_at).Ticks / $DeltaEpochStart
+            Write-Progress @ProgressSplat -Status "Current item date: $($_.updated_at.ToString('yyyy-MM-dd'))"
+        }
+    }
+    Process {
+        while ($True) {
+            $response = Invoke-WebRequest -Headers (Get-AuthHeader $Credentials) @RequestSplat | ConvertFrom-Json
+
+            foreach ($_ in $response) {
+                foreach ($x in 'created_at', 'merged_at', 'updated_at', 'closed_at') {
+                    if ($_.$x) { $_.$x = [DateTime]::Parse($_.$x,
+                        [System.Globalization.CultureInfo]::InvariantCulture,
+                        [System.Globalization.DateTimeStyles]::AdjustToUniversal -bor [System.Globalization.DateTimeStyles]::AssumeUniversal) }
+                }
+
+                if (-not $_.merged_at) { continue }
+                if ($_.updated_at -lt $StartDate) { return }
+
+                &$WriteProgress
+
+                if ($_.merged_at -ge $EndDate -or $_.merged_at -lt $StartDate) { continue }
+
+                $_
+            }
+
+            $RequestSplat.Body.page++
+        }
+    }
+}
+
+
+class PRFileMap {
+    [Object]$Pull
+    [Object[]]$Files
+}
+
+
+function Get-PullRequestFileMap {
+    [CmdletBinding()]
+    [OutputType([PRFileMap[]])]
+    Param (
+        [Parameter(Mandatory=$True,ValueFromPipeline=$True)]
+        [Object]$Pull,
+        [Parameter(Mandatory=$True)]
+        [Credential()]
+        [PSCredential]$Credentials
+    )
+    Begin {
+        $Pulls = [List[Object]]::new()
+
+        $ProgressSplat = @{
+            Activity = 'Getting Pull Request files'
+            PercentComplete = 0
+        }
+
+        $Count = 0
+        $WriteProgress = {
+            $ProgressSplat.Status = 'Getting files for: #{0} ({1}/{2})' -f $_.number, $Count, $Pulls.Length
+            $ProgressSplat.PercentComplete = 100 * $Count / $Pulls.Length
+            Write-Progress @ProgressSplat
+        }
+    }
+    Process {
+        $Pulls += $Pull
+    }
+    End {
+        Write-Progress @ProgressSplat
+        $ProgressSplat += @{ Status = '' }
+
+        $Pulls | ForEach-Object {
+            $Count++
+
+            [PRFileMap]@{
+                Pull = $_
+                Files = $(
+                    $requestSplat = @{
+                        Uri = 'https://api.github.com/repos/Microsoft/vcpkg/pulls/{0}/files' -f $_.number
+                        Body = @{ page = 0; per_page = 100 }
+                    }
+                    do {
+                        $requestSplat.Body.page++
+
+                        $response = Invoke-WebRequest -Headers (Get-AuthHeader $Credentials) @requestSplat | ConvertFrom-Json
+
+                        $response
+                    } until ($response.Length -lt $requestSplat.Body.per_page)
+                )
+            }
+
+            &$WriteProgress
+        }
+    }
+}
+
+
+class DocumentationUpdate {
+    [String]$Path
+    [Boolean]$New
+    [List[Object]]$Pulls
+}
+
+
+function Select-Documentation {
+    [CmdletBinding()]
+    [OutputType([DocumentationUpdate])]
+    Param (
+        [Parameter(Mandatory=$True,ValueFromPipeline=$True)]
+        [PRFileMap]$PRFileMap
+    )
+    Begin {
+        $UpdatedDocumentation = @{}
+    }
+    Process {
+        $PRFileMap.Files | ForEach-Object {
+            if ($_.filename -notlike 'docs/*') { return }
+
+            $new = $_.status -eq 'added'
+            if ($entry = $UpdatedDocumentation[$_.filename]) {
+                $entry.Pulls += $PRFileMap.Pull
+                $entry.New = $entry.New -or $new
+            } else {
+                $UpdatedDocumentation[$_.filename] = @{
+                    Pulls = [List[Object]]::new(@($PRFileMap.Pull))
+                    New = $new
+                }
+            }
+        }
+    }
+    End {
+        $UpdatedDocumentation.GetEnumerator() | ForEach-Object {
+            [DocumentationUpdate]@{
+                Path = $_.Key
+                Pulls = $_.Value.Pulls
+                New = $_.Value.New
+            }
+        }
+    }
+}
+
+
+function Select-InfrastructurePullRequests {
+    [CmdletBinding()]
+    [OutputType([Object])]
+    Param (
+        [Parameter(Mandatory=$True,ValueFromPipeline=$True)]
+        [PRFileMap]$PRFileMap
+    )
+    Process {
+        switch -Wildcard ($PRFileMap.Files | Foreach-Object {$_.filename}) {
+            "docs/*" { continue }
+            "ports/*" { continue }
+            "versions/*" { continue }
+            "scripts/ci.baseline.txt" { continue }
+            Default { return $PRFileMap.Pull }
+        }
+    }
+}
+
+
+class Version {
+    [String]$Begin
+    [String]$End
+    [String]$BeginPort
+    [String]$EndPort
+}
+
+
+function Select-Version {
+    [CmdletBinding()]
+    [OutputType([Version])]
+    Param (
+        [Parameter(Mandatory=$True,ValueFromPipeline=$True)]
+        [Object]$VersionFile
+    )
+    Begin {
+        $V = [Version]@{}
+    }
+    Process {
+        $regex = switch ($VersionFile.filename | Split-Path -Leaf) {
+            'CONTROL' {
+                '(?<operation>^[\+|\-]|)(?<field>Version|[\+|\-]Port-Version):\s(?<version>\S+)'
+            }
+            'vcpkg.json' {
+                '(?<operation>^[\+|\-]|)\s*(\"(?<field>version|version-date|version-string|version-semver)\":\s\"(?<version>.+)\"|\"(?<field>port-version)\":\s(?<version>.+))'
+            }
+            Default { return }
+        }
+
+        $VersionFile.Patch -split '\n' | ForEach-Object {
+            if ($_ -notmatch $regex) { return }
+
+            $m = $Matches
+            switch -Wildcard ($m.operation + $m.field) {
+                'Version*' { $V.Begin = $V.End = $m.version }
+                '-Version*' { $V.Begin = ($V.Begin, $m.version | Measure-Object -Minimum).Minimum }
+                '+Version*' { $V.End = ($V.End, $m.version | Measure-Object -Minimum).Minimum }
+                'Port-Version' { $V.BeginPort = $V.EndPort = $m.version }
+                '-Port-Version' { $V.BeginPort = ($V.BeginPort, $m.version | Measure-Object -Minimum).Minimum }
+                '+Port-Version' { $V.EndPort = ($V.EndPort, $m.version | Measure-Object -Maximum).Maximum }
+            }
+        }
+    }
+    End {
+        if (-not $V.Begin) { $V.Begin = $V.End }
+        elseif (-not $V.End) { $V.End = $V.Begin }
+
+        if (-not $V.BeginPort) { $V.BeginPort = '0' }
+        if (-not $V.EndPort) { $V.EndPort = '0' }
+
+        $V
+    }
+}
+
+
+class PortUpdate {
+    [String]$Port
+    [Object[]]$Pulls
+    [Version]$Version
+    [Boolean]$New
+}
+
+
+function Select-UpdatedPorts {
+    [CmdletBinding()]
+    [OutputType([PortUpdate])]
+    Param (
+        [Parameter(Mandatory=$True,ValueFromPipeline=$True)]
+        [PRFileMap]$PRFileMap
+    )
+    Begin {
+        $ModifiedPorts = @{}
+    }
+    Process {
+        $PRFileMap.Files | Where-Object {
+            $_.filename -like 'ports/*/CONTROL' -or
+            $_.filename -like 'ports/*/vcpkg.json'
+        } | ForEach-Object {
+            $port = $_.filename.split('/')[1]
+            if ($entry = $ModifiedPorts[$port]) {
+                $entry.VersionFiles += $_
+                if (-not $entry.Pulls.Contains($PRFileMap.Pull)) { $entry.Pulls += $PRFileMap.Pull }
+            } else {
+                $ModifiedPorts[$port] = @{
+                    VersionFiles = [List[Object]]::new(@($_))
+                    Pulls = [List[Object]]::new(@($PRFileMap.Pull))
+                }
+            }
+        }
+    }
+    End {
+        $ModifiedPorts.GetEnumerator() | ForEach-Object {
+            $versionFiles = $_.Value.VersionFiles
+            if (-not ($versionChange = $versionFiles | Select-Version)) { return }
+
+            function Find-File($x) { [bool]($versionFiles | Where-Object { $_.filename -like "*$x" }) }
+            function Find-NewFile($x)
+                { [bool]($versionFiles | Where-Object { $_.filename -like "*$x" -and $_.status -eq 'added' }) }
+
+            [PortUpdate]@{
+                Port = $_.Key
+                Pulls = $_.Value.Pulls
+                Version = $versionChange
+                New = (Find-NewFile 'CONTROL') -or (-not (Find-File 'CONTROL') -and (Find-NewFile 'vcpkg.json'))
+            }
+        }
+    }
+}
+
+$MergedPRs = Get-MergedPullRequests -StartDate $StartDate -EndDate $EndDate -Credentials $Credentials
+$MergedPRsSorted = $MergedPRs | Sort-Object -Property 'number'
+$PRFileMaps = $MergedPRsSorted | Get-PullRequestFileMap -Credentials $Credentials
+
+$sortSplat = @{ Property =
+    @{ Expression = 'New'; Descending = $True }, @{ Expression = 'Path'; Descending = $False } }
+$UpdatedDocumentation = $PRFileMaps | Select-Documentation | Sort-Object @sortSplat
+$UpdatedInfrastructure = $PRFileMaps | Select-InfrastructurePullRequests
+$UpdatedPorts = $PRFileMaps | Select-UpdatedPorts
+$NewPorts = $UpdatedPorts | Where-Object { $_.New }
+$ChangedPorts = $UpdatedPorts | Where-Object { -not $_.New }
+
+Write-Progress -Activity 'Selecting updates from pull request files' -Completed
+
+Write-Progress -Activity 'Writing changelog file' -PercentComplete -1
+
+$output = @"
+vcpkg ($($StartDate.ToString('yyyy.MM.dd')) - $((($EndDate).AddSeconds(-1)).ToString('yyyy.MM.dd')))
+---
+#### Total port count:
+#### Total port count per triplet (tested):
+|triplet|ports available|
+|---|---|
+|x86-windows|NUM|
+|**x64-windows**|NUM|
+|x64-windows-static|NUM|
+|x64-windows-static-md|NUM|
+|x64-uwp|NUM|
+|arm64-windows|NUM|
+|arm-uwp|NUM|
+|**x64-osx**|NUM|
+|**x64-linux**|NUM|
+
+"@
+
+if ($UpdatedDocumentation) {
+    $output += @"
+#### The following documentation has been updated:
+
+$(-join ($UpdatedDocumentation | ForEach-Object {
+    $PathWithoutDocs =  ([string]$_.Path).Remove(0, 5) # 'docs/'
+    "- [{0}]({0}){1}`n" -f $PathWithoutDocs, $_.Path, ($(if ($_.New) { ' ***[NEW]***' } else { '' }))
+
+    $_.Pulls | ForEach-Object {
+        "    - [(#{0})]({1}) {2} (by @{3})`n" -f $_.number, $_.html_url, $_.title, $_.user.login
+    }
+}))
+
+"@
+}
+
+if ($NewPorts) {
+    $output += @"
+<details>
+<summary><b>The following $($NewPorts.Length) ports have been added:</b></summary>
+
+|port|version|
+|---|---|
+$(-join ($NewPorts | ForEach-Object {
+    "|[{0}]({1})" -f $_.Port, $_.Pulls[0].html_url
+
+    if ($_.Pulls.Length -gt 1 ) {
+        '<sup>'
+        $_.Pulls[1..($_.Pulls.Length - 1)] | ForEach-Object {
+            "[#{0}]({1})" -f $_.number, $_.html_url
+        }
+        '</sup>'
+    }
+
+    "|{0}`n" -f $_.Version.End
+}))
+</details>
+
+"@
+}
+
+if ($ChangedPorts) {
+    $output += @"
+<details>
+<summary><b>The following $($ChangedPorts.Length) ports have been updated:</b></summary>
+
+$(-join ($ChangedPorts | ForEach-Object {
+    "- {0} ``{1}#{2}``" -f $_.Port, $_.Version.Begin, $_.Version.BeginPort
+    ' -> '
+    "``{0}#{1}```n" -f $_.Version.End, $_.Version.EndPort
+
+    $_.Pulls | ForEach-Object {
+        "    - [(#{0})]({1}) {2} (by @{3})`n" -f $_.number, $_.html_url, $_.title, $_.user.login
+    }
+}))
+</details>
+
+"@
+}
+
+if ($UpdatedInfrastructure) {
+    $output += @"
+<details>
+<summary>The following additional changes have been made to vcpkg's infrastructure:</summary>
+
+$(-join ($UpdatedInfrastructure | ForEach-Object {
+    "- [(#{0})]({1}) {2} (by @{3})`n" -f $_.number, $_.html_url, $_.title, $_.user.login
+}))
+</details>
+
+"@
+}
+
+$output += @"
+-- vcpkg team vcpkg@microsoft.com $(Get-Date -UFormat "%a, %d %B %T %Z00")
+"@
+
+Set-Content -Value $Output -Path $OutFile
+
+Write-Progress -Activity 'Writing changelog file' -Completed