diff --git a/automatic/vscode-insiders.install/tools/chocolateyInstall.ps1 b/automatic/vscode-insiders.install/tools/chocolateyInstall.ps1
index b60595af375..f10a338afa1 100644
--- a/automatic/vscode-insiders.install/tools/chocolateyInstall.ps1
+++ b/automatic/vscode-insiders.install/tools/chocolateyInstall.ps1
@@ -22,14 +22,14 @@ function Get-MergeTasks {
 $packageArgs = @{
   packageName    = "$env:ChocolateyPackageName"
   fileType       = 'exe'
-  url            = 'https://vscode.blob.core.windows.net/insider/9ccc2b3b30c122afe45bc6722bef0e3901fb2806/VSCodeSetup-ia32-1.75.0-insider.exe'
-  url64bit       = 'https://vscode.blob.core.windows.net/insider/9ccc2b3b30c122afe45bc6722bef0e3901fb2806/VSCodeSetup-x64-1.75.0-insider.exe'
+  url            = 'https://vscode.blob.core.windows.net/insider/f1b09237cd400d92987cf7a9681995e8011ef54c/VSCodeSetup-ia32-1.75.0-insider.exe'
+  url64bit       = 'https://vscode.blob.core.windows.net/insider/f1b09237cd400d92987cf7a9681995e8011ef54c/VSCodeSetup-x64-1.75.0-insider.exe'
 
   softwareName   = 'Microsoft Visual Studio Code Insiders'
 
-  checksum       = 'f4111dd190e31abaa8d8965be285da540c7fbd6fe0dc59bd12254ace0f86e0d37a206edeecb051eac9c12e3165a158324803904f19e219056f52eb5112cbc8e4'
+  checksum       = '425fba7477dea3baad702a4587940bcd2f65b6bb1b3a34bd4ce6e698a7334e7a5d9eb396a2724658e38b49120aef799036b26cc649ae90ca94f4acd0b9a3fdb9'
   checksumType   = 'sha512'
-  checksum64     = 'ea8a1f40a4c894cd9cc136e9a709b0c50bc8e5c7c54aec005599cac043ebea9690f76219f3c7fa43055213ae21f0608216779f016e634f1d1eeeebf2dcaaa520'
+  checksum64     = '56b36dda8d80f4af4906d10bc1126f74aed3263f4924644d2923ca4021cd8c2c55bf6a8a83a0a03714b18ff19e4b473c8ce8b726790e454b475cfa36db9bd8e6'
   checksumType64 = 'sha512'
 
   silentArgs     = '/verysilent /suppressmsgboxes /mergetasks="{0}" /log="{1}\install.log"' -f (Get-MergeTasks), (Get-PackageCacheLocation)
diff --git a/automatic/vscode-insiders.install/vscode-insiders.install.nuspec b/automatic/vscode-insiders.install/vscode-insiders.install.nuspec
index c3159cd42c3..0e7188304cf 100644
--- a/automatic/vscode-insiders.install/vscode-insiders.install.nuspec
+++ b/automatic/vscode-insiders.install/vscode-insiders.install.nuspec
@@ -4,7 +4,7 @@
   <metadata>
     <id>vscode-insiders.install</id>
     <title>Visual Studio Code Insiders (Install)</title>
-    <version>1.75.0.20230120</version>
+    <version>1.75.0.20230123</version>
     <authors>Microsoft</authors>
     <owners>chocolatey-community</owners>
     <projectUrl>https://code.visualstudio.com/insiders</projectUrl>
diff --git a/automatic/vscode-insiders/vscode-insiders.nuspec b/automatic/vscode-insiders/vscode-insiders.nuspec
index a29c2b4637b..d5c3d500bb6 100644
--- a/automatic/vscode-insiders/vscode-insiders.nuspec
+++ b/automatic/vscode-insiders/vscode-insiders.nuspec
@@ -4,7 +4,7 @@
   <metadata>
     <id>vscode-insiders</id>
     <title>Visual Studio Code Insiders</title>
-    <version>1.75.0.20230120</version>
+    <version>1.75.0.20230123</version>
     <authors>Microsoft</authors>
     <owners>chocolatey-community</owners>
     <projectUrl>https://code.visualstudio.com/insiders</projectUrl>
@@ -48,7 +48,7 @@ Example: `choco install vscode-insiders --params "/NoDesktopIcon /DontAddToPath"
 ]]></description>
     <tags>microsoft visualstudiocode visualstudiocode-insiders vscode vscode-insiders development editor ide javascript typescript admin foss cross-platform</tags>
     <dependencies>
-      <dependency id="vscode-insiders.install" version="[1.75.0.20230120]" />
+      <dependency id="vscode-insiders.install" version="[1.75.0.20230123]" />
     </dependencies>
     <releaseNotes>https://code.visualstudio.com/updates/#_preview-features</releaseNotes>
   </metadata>
diff --git a/automatic/winscp.install/legal/VERIFICATION.txt b/automatic/winscp.install/legal/VERIFICATION.txt
index 9923f8521d7..196bbf2a8be 100644
--- a/automatic/winscp.install/legal/VERIFICATION.txt
+++ b/automatic/winscp.install/legal/VERIFICATION.txt
@@ -7,7 +7,7 @@ Package can be verified like this:
 
 1. Go to https://winscp.net/eng/download.php
 
-   x32: https://sourceforge.net/projects/winscp/files/WinSCP/5.21.6/WinSCP-5.21.6-Setup.exe/download
+   x32: https://sourceforge.net/projects/winscp/files/WinSCP/5.21.7/WinSCP-5.21.7-Setup.exe/download
 
    to download the installer.
 
@@ -15,7 +15,7 @@ Package can be verified like this:
    - Use powershell function 'Get-FileHash'
    - Use Chocolatey utility 'checksum.exe'
 
-   checksum32: A2F5C2322450AEADE933460BE336557B6054A5283FFDF2C7D2F7D77383F26B7E
+   checksum32: 6F8BA50C67083504A4DBC064F0D7E172EE9205DB65557A12FD3193749FB8651B
 
 File 'license.txt' is obtained from:
    https://www.gnu.org/licenses/gpl-3.0.txt
diff --git a/automatic/winscp.install/winscp.install.nuspec b/automatic/winscp.install/winscp.install.nuspec
index 657a4628662..cbf4993f096 100644
--- a/automatic/winscp.install/winscp.install.nuspec
+++ b/automatic/winscp.install/winscp.install.nuspec
@@ -2,7 +2,7 @@
 <package xmlns="http://schemas.microsoft.com/packaging/2011/08/nuspec.xsd">
   <metadata>
     <id>winscp.install</id>
-    <version>5.21.6</version>
+    <version>5.21.7</version>
     <title>WinSCP (Install)</title>
     <authors>Martin Přikryl</authors>
     <owners>chocolatey-community, dtgm</owners>
@@ -36,7 +36,7 @@
 - **If the package is out of date please check [Version History](#versionhistory) for the latest submitted version. If you have a question, please ask it in [Chocolatey Community Package Discussions](https://github.com/chocolatey-community/chocolatey-packages/discussions) or raise an issue on the [Chocolatey Community Packages Repository](https://github.com/chocolatey-community/chocolatey-packages/issues) if you have problems with the package. Disqus comments will generally not be responded to.**
 ]]></description>
     <summary>Open source free SFTP client, SCP client, FTPS client and FTP client</summary>
-    <releaseNotes>https://winscp.net/download/WinSCP-5.21.6-ReadMe.txt</releaseNotes>
+    <releaseNotes>https://winscp.net/download/WinSCP-5.21.7-ReadMe.txt</releaseNotes>
     <copyright>© 2000 Martin Přikryl</copyright>
     <tags>scp cli ssh sftp ftp remote file client foss admin</tags>
     <projectSourceUrl>https://github.com/winscp/winscp</projectSourceUrl>
diff --git a/automatic/winscp.portable/legal/VERIFICATION.txt b/automatic/winscp.portable/legal/VERIFICATION.txt
index 84c59a0ccdd..c545ed232c6 100644
--- a/automatic/winscp.portable/legal/VERIFICATION.txt
+++ b/automatic/winscp.portable/legal/VERIFICATION.txt
@@ -7,7 +7,7 @@ Package can be verified like this:
 
 1. Go to https://winscp.net/eng/download.php
 
-   x32: https://sourceforge.net/projects/winscp/files/WinSCP/5.21.6/WinSCP-5.21.6-Portable.zip/download
+   x32: https://sourceforge.net/projects/winscp/files/WinSCP/5.21.7/WinSCP-5.21.7-Portable.zip/download
 
    to download the installer.
 
@@ -15,7 +15,7 @@ Package can be verified like this:
    - Use powershell function 'Get-FileHash'
    - Use Chocolatey utility 'checksum.exe'
 
-   checksum32: 08DC66A9A5C83148F069399CB6919E58FE0D1A5E267D44452416D0ABA7B35912
+   checksum32: 535920F1CDB532BBFE5B106BB0938505FA2119553470FF9F39B6F63B1CDF873E
 
 File 'license.txt' is obtained from:
    https://www.gnu.org/licenses/gpl-3.0.txt
diff --git a/automatic/winscp.portable/tools/WinSCP.com b/automatic/winscp.portable/tools/WinSCP.com
index 955bc8c86d5..912fd999e3c 100644
Binary files a/automatic/winscp.portable/tools/WinSCP.com and b/automatic/winscp.portable/tools/WinSCP.com differ
diff --git a/automatic/winscp.portable/winscp.portable.nuspec b/automatic/winscp.portable/winscp.portable.nuspec
index 35f58a831bf..b429a6d1ce7 100644
--- a/automatic/winscp.portable/winscp.portable.nuspec
+++ b/automatic/winscp.portable/winscp.portable.nuspec
@@ -2,7 +2,7 @@
 <package xmlns="http://schemas.microsoft.com/packaging/2011/08/nuspec.xsd">
   <metadata>
     <id>winscp.portable</id>
-    <version>5.21.6</version>
+    <version>5.21.7</version>
     <title>WinSCP (Portable)</title>
     <authors>Martin Přikryl</authors>
     <owners>chocolatey-community, dtgm</owners>
@@ -36,7 +36,7 @@
 - **If the package is out of date please check [Version History](#versionhistory) for the latest submitted version. If you have a question, please ask it in [Chocolatey Community Package Discussions](https://github.com/chocolatey-community/chocolatey-packages/discussions) or raise an issue on the [Chocolatey Community Packages Repository](https://github.com/chocolatey-community/chocolatey-packages/issues) if you have problems with the package. Disqus comments will generally not be responded to.**
 ]]></description>
     <summary>Open source free SFTP client, SCP client, FTPS client and FTP client</summary>
-    <releaseNotes>https://winscp.net/download/WinSCP-5.21.6-ReadMe.txt</releaseNotes>
+    <releaseNotes>https://winscp.net/download/WinSCP-5.21.7-ReadMe.txt</releaseNotes>
     <copyright>© 2000 Martin Přikryl</copyright>
     <tags>scp cli ssh sftp ftp remote file client foss admin</tags>
     <projectSourceUrl>https://github.com/winscp/winscp</projectSourceUrl>
diff --git a/automatic/winscp/winscp.nuspec b/automatic/winscp/winscp.nuspec
index 625633c1709..8d7e0660d57 100644
--- a/automatic/winscp/winscp.nuspec
+++ b/automatic/winscp/winscp.nuspec
@@ -2,7 +2,7 @@
 <package xmlns="http://schemas.microsoft.com/packaging/2011/08/nuspec.xsd">
   <metadata>
     <id>winscp</id>
-    <version>5.21.6</version>
+    <version>5.21.7</version>
     <title>WinSCP</title>
     <authors>Martin Přikryl</authors>
     <owners>chocolatey-community, dtgm</owners>
@@ -36,7 +36,7 @@
 - **If the package is out of date please check [Version History](#versionhistory) for the latest submitted version. If you have a question, please ask it in [Chocolatey Community Package Discussions](https://github.com/chocolatey-community/chocolatey-packages/discussions) or raise an issue on the [Chocolatey Community Packages Repository](https://github.com/chocolatey-community/chocolatey-packages/issues) if you have problems with the package. Disqus comments will generally not be responded to.**
 ]]></description>
     <summary>Open source free SFTP client, SCP client, FTPS client and FTP client</summary>
-    <releaseNotes>https://winscp.net/download/WinSCP-5.21.6-ReadMe.txt</releaseNotes>
+    <releaseNotes>https://winscp.net/download/WinSCP-5.21.7-ReadMe.txt</releaseNotes>
     <copyright>© 2000 Martin Přikryl</copyright>
     <tags>scp cli ssh sftp ftp remote file client foss admin</tags>
     <projectSourceUrl>https://github.com/winscp/winscp</projectSourceUrl>
@@ -45,7 +45,7 @@
     <mailingListUrl>https://winscp.net/forum/index.php</mailingListUrl>
     <bugTrackerUrl>https://winscp.net/tracker/</bugTrackerUrl>
     <dependencies>
-      <dependency id="winscp.install" version="[5.21.6]" />
+      <dependency id="winscp.install" version="[5.21.7]" />
     </dependencies>
   </metadata>
   <files></files>