diff --git a/automatic/chromium/chromium.json b/automatic/chromium/chromium.json
index aaa8c1c7f97..2ac367ad2c4 100644
--- a/automatic/chromium/chromium.json
+++ b/automatic/chromium/chromium.json
@@ -1,4 +1,4 @@
 {
-    "snapshots":  "111.0.5544.0-snapshots",
+    "snapshots":  "111.0.5545.0-snapshots",
     "stable":  "109.0.5414.75"
 }
diff --git a/automatic/chromium/chromium.nuspec b/automatic/chromium/chromium.nuspec
index 7bfc9abed58..08ba57a54af 100644
--- a/automatic/chromium/chromium.nuspec
+++ b/automatic/chromium/chromium.nuspec
@@ -3,7 +3,7 @@
 <package xmlns="http://schemas.microsoft.com/packaging/2010/07/nuspec.xsd">
   <metadata>
     <id>chromium</id>
-    <version>111.0.5544.0-snapshots</version>
+    <version>111.0.5545.0-snapshots</version>
     <title>Chromium Snapshots</title>
     <owners>chocolatey-community</owners>
     <authors>The Chromium Authors</authors>
diff --git a/automatic/chromium/legal/VERIFICATION.txt b/automatic/chromium/legal/VERIFICATION.txt
index 2b87aa973f7..f5cae0de48f 100644
--- a/automatic/chromium/legal/VERIFICATION.txt
+++ b/automatic/chromium/legal/VERIFICATION.txt
@@ -7,15 +7,15 @@ location on <https://github.com/henrypp/chromium/releases/> (the listed mirrors
 and can be verified by doing the following:
 
 1. Download the following:
-  32-Bit software: <https://storage.googleapis.com/chromium-browser-snapshots/Win/1093139/mini_installer.exe>
-  64-Bit software: <https://storage.googleapis.com/chromium-browser-snapshots/Win_x64/1093139/mini_installer.exe>
+  32-Bit software: <https://storage.googleapis.com/chromium-browser-snapshots/Win/1093242/mini_installer.exe>
+  64-Bit software: <https://storage.googleapis.com/chromium-browser-snapshots/Win_x64/1093218/mini_installer.exe>
 2. Get the checksum using one of the following methods:
   - Using powershell function 'Get-FileHash'
   - Use chocolatey utility 'checksum.exe'
 3. The checksums should match the following:
 
   checksum type: sha256
-  checksum32: ABA5B1FE183D111B7A540A9F3B7895886E8481D5E609DA04DC93BDA44917C400
-  checksum64: 7A56BB1E043BA3DEBF47310D140B99022E6DB3CC3783D9689015DB0A05DF9B89
+  checksum32: E6E54E439B00A219C3C3266F7829101059D7FFEB6932A0A1FD3F92F1965BB0E4
+  checksum64: DA4D0C90B3ACDBAA42CC81E498EEFE3E70A1C6163E67FBD7FE406B20D4C5A330
 
 The file 'LICENSE.txt' has been obtained from <https://chromium.googlesource.com/chromium/src.git/+/master/LICENSE>
diff --git a/automatic/chromium/tools/chocolateyInstall.ps1 b/automatic/chromium/tools/chocolateyInstall.ps1
index eabea7b3501..8c1508b79cd 100644
--- a/automatic/chromium/tools/chocolateyInstall.ps1
+++ b/automatic/chromium/tools/chocolateyInstall.ps1
@@ -2,7 +2,7 @@
 $scriptDir=$toolsDir = $(Split-Path -parent $MyInvocation.MyCommand.Definition)
 . (Join-Path $scriptDir 'helper.ps1')
 
-$version = "111.0.5544.0-snapshots"
+$version = "111.0.5545.0-snapshots"
 $hive = "hkcu"
 $chromium_string = "\SOFTWARE\Microsoft\Windows\CurrentVersion\Uninstall\Chromium"
 $Chromium = $hive + ":" + $chromium_string
diff --git a/automatic/juju/juju.json b/automatic/juju/juju.json
index fad0bf78b2c..1aaa3f57887 100644
--- a/automatic/juju/juju.json
+++ b/automatic/juju/juju.json
@@ -6,6 +6,6 @@
     "2.6":  "2.6.10",
     "2.7":  "2.7.8",
     "2.8":  "2.8.10",
-    "2.9":  "2.9.37",
+    "2.9":  "2.9.38",
     "3.0":  "3.0.2"
 }
diff --git a/automatic/juju/juju.nuspec b/automatic/juju/juju.nuspec
index dbbe5ba2266..51db4aff947 100644
--- a/automatic/juju/juju.nuspec
+++ b/automatic/juju/juju.nuspec
@@ -3,7 +3,7 @@
 <package xmlns="http://schemas.microsoft.com/packaging/2015/06/nuspec.xsd">
   <metadata>
     <id>juju</id>
-    <version>3.0.2</version>
+    <version>2.9.38</version>
     <packageSourceUrl>https://github.com/chocolatey-community/chocolatey-packages/tree/master/automatic/juju</packageSourceUrl>
     <owners>chocolatey-community,AdmiringWorm</owners>
     <title>Juju</title>
@@ -22,7 +22,7 @@
 
 Juju is an application and service modelling tool that enables you to quickly model, configure, deploy and manage applications in the cloud with only a few commands. Use it to deploy hundreds of preconfigured services, OpenStack, or your own code to any public or private cloud.
 ]]></description>
-    <releaseNotes>https://discourse.charmhub.io/t/roadmap-releases</releaseNotes>
+    <releaseNotes>https://discourse.charmhub.io/t/roadmap-releases/5064</releaseNotes>
     <dependencies>
       <dependency id="chocolatey-core.extension" version="1.3.3" />
     </dependencies>
diff --git a/automatic/juju/legal/VERIFICATION.txt b/automatic/juju/legal/VERIFICATION.txt
index ad29bb347d8..180cc84ab78 100644
--- a/automatic/juju/legal/VERIFICATION.txt
+++ b/automatic/juju/legal/VERIFICATION.txt
@@ -6,13 +6,13 @@ The installer has been downloaded from their launchpad page <https://launchpad.n
 The same download links are also located in their docs <https://jujucharms.com/docs/stable/reference-releases>
 and can be verified like this:
 
-1. Go to <https://launchpad.net/juju/3.0/3.0.2/+download/juju-setup-3.0.2.exe>
+1. Go to <https://launchpad.net/juju/2.9/2.9.38/+download/juju-setup-2.9.38.exe>
   to download the installer
 2. You can use one of the following methods to obtain the checksum
   - Use powershell function 'Get-Filehash'
   - Use chocolatey utility 'checksum.exe'
 
   checksum type: sha256
-  checksum: 875A5FEC2419F87ECF1FEA76A6E5C2F4A8448414CDBFBA746D6FA011906BC7E6
+  checksum: 004D95E5AAF2677EE8E883127473D3CA6A6F232AF3D0B68A15C2E0B38307385B
 
 File 'LICENSE.txt' is obtained from <https://github.com/juju/juju/blob/0b9d2d867111e1476ace5483c9868960cfe22ba1/LICENCE>
diff --git a/automatic/juju/tools/chocolateyinstall.ps1 b/automatic/juju/tools/chocolateyinstall.ps1
index 7d007a7a741..f92f6de49b2 100644
--- a/automatic/juju/tools/chocolateyinstall.ps1
+++ b/automatic/juju/tools/chocolateyinstall.ps1
@@ -6,7 +6,7 @@ $packageArgs = @{
   packageName   = 'juju'
   fileType      = 'exe'
   softwareName  = 'Juju'
-  file          = "$toolsDir\juju-setup-3.0.2.exe"
+  file          = "$toolsDir\juju-setup-2.9.38.exe"
   silentArgs    = "/VERYSILENT /SUPPRESSMSGBOXES /NORESTART /SP- /LOG=`"${env:TEMP}\${env:chocolateyPackageName}.${env:chocolateyPackageVersion}.Install.log`""
   validExitCodes= @(0)
 }
diff --git a/automatic/vscode-insiders.install/tools/chocolateyInstall.ps1 b/automatic/vscode-insiders.install/tools/chocolateyInstall.ps1
index d052cde6149..b82382faaf0 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/8be8d96ab86ed4077df554eb62727484d454699f/VSCodeSetup-ia32-1.75.0-insider.exe'
-  url64bit       = 'https://vscode.blob.core.windows.net/insider/8be8d96ab86ed4077df554eb62727484d454699f/VSCodeSetup-x64-1.75.0-insider.exe'
+  url            = 'https://vscode.blob.core.windows.net/insider/1379f0375440df946adc62f7afb8375dd45d5adf/VSCodeSetup-ia32-1.75.0-insider.exe'
+  url64bit       = 'https://vscode.blob.core.windows.net/insider/1379f0375440df946adc62f7afb8375dd45d5adf/VSCodeSetup-x64-1.75.0-insider.exe'
 
   softwareName   = 'Microsoft Visual Studio Code Insiders'
 
-  checksum       = '7be264326fc1b5b8d5939f6f823e27e3defcae381a76ab48f0e2c7bcb632288bd3ae066fc2f95c54eaf1189bce7affda938bd2ec4aa8ba7a19b68bf04f3d05b6'
+  checksum       = '9ba5598d68a8facf1bd0b53b7d61953b9be42773fd4b4fca80ab8fbbfa808c8d6db0a92210e5e939ce74d88f0d3c020d6a1dbe8cd69a3e50f8f9f314a928e3f6'
   checksumType   = 'sha512'
-  checksum64     = '81ea3271881af9637f7c59bdd0b0a566e40d5173b4d04787d2e67ebf0aa464192cae14f35bc11637e82065dcc53d532f4d3fc29f442bdbda35f119bb29b1a238'
+  checksum64     = 'f5608d117d7f5802fc3131459803086a07ec9b8d2c6a4c271420c626f09db1666e8f13c9f7f2cb2a5f22bb5c9715bdf8912970ecc2fa4e733162d1a6f237e3ae'
   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 9a4e7204353..096830bb496 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>1.75.0.20230116</version>
+    <version>1.75.0.20230117</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 00af589746c..43368e53a4d 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>1.75.0.20230116</version>
+    <version>1.75.0.20230117</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="[1.75.0.20230116]" />
+      <dependency id="vscode-insiders.install" version="[1.75.0.20230117]" />
     </dependencies>
     <releaseNotes>https://code.visualstudio.com/updates/#_preview-features</releaseNotes>
   </metadata>