diff --git a/images/win/Windows2019-Readme.md b/images/win/Windows2019-Readme.md
index c7ee3081e..35eb29e9f 100644
--- a/images/win/Windows2019-Readme.md
+++ b/images/win/Windows2019-Readme.md
@@ -4,7 +4,7 @@
 ***
 # Windows Server 2019
 - OS Version: 10.0.17763 Build 4252
-- Image Version: 20230417.2
+- Image Version: 20230425.1
 
 ## Windows features
 - Windows Subsystem for Linux (WSLv1): Enabled
@@ -15,7 +15,7 @@
 - Bash 5.2.15(1)-release
 - Go 1.20.3
 - Julia 1.8.5
-- Kotlin 1.8.20
+- Kotlin 1.8.21
 - LLVM 15.0.7
 - Node 18.16.0
 - Perl 5.32.1
@@ -27,13 +27,13 @@
 - Chocolatey 1.3.1
 - Composer 2.5.5
 - Helm 3.11.2
-- Miniconda 23.1.0 (pre-installed on the image but not added to PATH)
+- Miniconda 23.3.1 (pre-installed on the image but not added to PATH)
 - NPM 9.5.1
 - NuGet 6.5.0.154
-- pip 23.1 (python 3.7)
+- pip 23.1.1 (python 3.7)
 - Pipx 1.2.0
 - RubyGems 2.7.6.3
-- Vcpkg (build from commit 2180302c3)
+- Vcpkg (build from commit b66959587)
 - Yarn 1.22.19
 
 #### Environment variables
@@ -51,22 +51,22 @@
 ### Tools
 - 7zip 22.01
 - aria2 1.36.0
-- azcopy 10.18.0
-- Bazel 6.1.1
+- azcopy 10.18.1
+- Bazel 6.1.2
 - Bazelisk 1.13.2
 - Bicep 0.16.2
 - Cabal 3.10.1.0
 - CMake 3.26.3
-- CodeQL Action Bundles 2.12.5 2.12.6
+- CodeQL Action Bundles 2.12.6 2.13.0
 - Docker 23.0.4
 - Docker Compose v1 1.29.2
-- Docker Compose v2 2.17.2
+- Docker Compose v2 2.17.3
 - Docker-wincred 0.7.0
 - ghc 9.6.1
-- Git 2.40.0.windows.1
+- Git 2.40.1.windows.1
 - Git LFS 3.3.0
-- Google Cloud SDK 426.0.0
-- ImageMagick 7.1.1-6
+- Google Cloud SDK 428.0.0
+- ImageMagick 7.1.1-8
 - InnoSetup 6.2.2
 - jq 1.6
 - Kind 0.18.0
@@ -78,52 +78,52 @@
 - OpenSSL 1.1.1t
 - Packer 1.8.5
 - Parcel 2.8.3
-- Pulumi 3.63.0
-- R 4.2.3
+- Pulumi 3.64.0
+- R 4.3.0
 - Service Fabric SDK 9.1.1436.9590
 - Stack 2.9.3
 - Subversion (SVN) 1.14.2
 - Swig 4.1.1
-- VSWhere 3.1.1
+- VSWhere 3.1.4
 - WinAppDriver 1.2.2009.02003
 - WiX Toolset 3.11.2.4516
-- yamllint 1.30.0
+- yamllint 1.31.0
 - zstd 1.5.5
 
 ### CLI Tools
-- Alibaba Cloud CLI 3.0.161
-- AWS CLI 2.11.11
-- AWS SAM CLI 1.80.0
+- Alibaba Cloud CLI 3.0.162
+- AWS CLI 2.11.13
+- AWS SAM CLI 1.81.0
 - AWS Session Manager CLI 1.2.463.0
-- Azure CLI 2.47.0
+- Azure CLI 2.48.1
 - Azure DevOps CLI extension 0.26.0
 - Cloud Foundry CLI 6.53.0
-- GitHub CLI 2.27.0
+- GitHub CLI 2.28.0
 - Hub CLI 2.14.2
 
 ### Rust Tools
-- Cargo 1.68.2
-- Rust 1.68.2
-- Rustdoc 1.68.2
-- Rustup 1.25.2
+- Cargo 1.69.0
+- Rust 1.69.0
+- Rustdoc 1.69.0
+- Rustup 1.26.0
 
 #### Packages
 - bindgen 0.65.1
 - cargo-audit 0.17.5
 - cargo-outdated 0.11.2
 - cbindgen 0.24.3
-- Clippy 0.1.68
-- Rustfmt 1.5.1
+- Clippy 0.1.69
+- Rustfmt 1.5.2
 
 ### Browsers and Drivers
-- Google Chrome 112.0.5615.121
+- Google Chrome 112.0.5615.138
 - Chrome Driver 112.0.5615.49
-- Microsoft Edge 112.0.1722.48
-- Microsoft Edge Driver 112.0.1722.48
-- Mozilla Firefox 112.0.1
+- Microsoft Edge 112.0.1722.58
+- Microsoft Edge Driver 112.0.1722.58
+- Mozilla Firefox 112.0.2
 - Gecko Driver 0.33.0
 - IE Driver 4.8.0.0
-- Selenium server 4.8.0
+- Selenium server 4.9.0
 
 #### Environment variables
 | Name              | Value                              |
@@ -136,10 +136,10 @@
 ### Java
 | Version             | Vendor          | Environment Variable |
 | ------------------- | --------------- | -------------------- |
-| 8.0.362+9 (default) | Eclipse Temurin | JAVA_HOME_8_X64      |
-| 11.0.18+10          | Eclipse Temurin | JAVA_HOME_11_X64     |
+| 8.0.372+7 (default) | Eclipse Temurin | JAVA_HOME_8_X64      |
+| 11.0.19+7           | Eclipse Temurin | JAVA_HOME_11_X64     |
 | 13.0.2+8.1          | Adopt OpenJDK   | JAVA_HOME_13_X64     |
-| 17.0.6+10           | Eclipse Temurin | JAVA_HOME_17_X64     |
+| 17.0.7+7            | Eclipse Temurin | JAVA_HOME_17_X64     |
 
 ### Shells
 | Name          | Target                            |
@@ -512,10 +512,10 @@ Note: MSYS2 is pre-installed on image but not added to PATH.
 - Az (Cached): 1.0.0.zip, 1.6.0.zip, 2.3.2.zip, 2.6.0.zip, 3.1.0.zip, 3.5.0.zip, 3.8.0.zip, 4.3.0.zip, 4.4.0.zip, 4.7.0.zip, 5.5.0.zip, 5.9.0.zip, 6.6.0.zip, 7.5.0.zip
 - Azure (Cached): 3.8.0.zip, 4.2.1.zip, 5.1.1.zip
 - AzureRM (Cached): 3.8.0.zip, 4.2.1.zip, 5.1.1.zip, 6.7.0.zip
-- AWSPowershell: 4.1.314
+- AWSPowershell: 4.1.319
 - DockerMsftProvider: 1.0.0.8
 - MarkdownPS: 1.9
-- Microsoft.Graph: 1.25.0
+- Microsoft.Graph: 1.26.0
 - Pester: 3.4.0, 5.4.1
 - PowerShellGet: 1.0.0.1, 2.2.5
 - PSScriptAnalyzer: 1.21.0