diff --git a/images/win/Windows2019-Readme.md b/images/win/Windows2019-Readme.md
index 13e5f4ec4..ead818c9b 100644
--- a/images/win/Windows2019-Readme.md
+++ b/images/win/Windows2019-Readme.md
@@ -1,7 +1,7 @@
 <!--- DO NOT EDIT - This markdown file is autogenerated. -->
 # Windows Server 2019
 
-The following software is installed on machines with the 20200430.2 update.
+The following software is installed on machines with the 20200517.1 update.
 
 Components marked with **\*** have been upgraded since the previous version of the image.
 
@@ -26,26 +26,26 @@ _Environment:_
 
 ## Helm
 
-_Version:_ v3.2.0+ge11b7ce<br/>
+_Version:_ v3.2.1+gfe51cd1<br/>
 _Environment:_
 * PATH: contains location of helm
 
 ## Powershell Core
 
-_Version:_ 7.0.0
<br/>
+_Version:_ 7.0.1
<br/>
 
 ## Docker images
 
 The following container images have been cached:
-* mcr.microsoft.com/dotnet/framework/aspnet:4.8-windowsservercore-ltsc2019 (Digest: sha256:8d2ffe560c2e25ac85080aed33ac7a010584db157e49255c2a7d2405f78017b7)
-* mcr.microsoft.com/dotnet/framework/runtime:4.8-windowsservercore-ltsc2019 (Digest: sha256:fd6801e45c7899858a1ffe7e89e29b9a012704af34350ad94abbd82b6e5ddb88)
-* mcr.microsoft.com/windows/servercore:ltsc2019 (Digest: sha256:2ecf1e2987b91b41f576afd7f56aa40c9ddbc691d7b6b066c64d8f27fb3070ca)
-* mcr.microsoft.com/windows/nanoserver:1809 (Digest: sha256:28805a307e17836a84a6af231f8516110839e4840e4ab41c7d286a0ca5627ea1)
+* mcr.microsoft.com/dotnet/framework/aspnet:4.8-windowsservercore-ltsc2019 (Digest: sha256:dbf97206264133cdef6b49b06fa5d4028482845547c2858a086b5ce5c4513f00)
+* mcr.microsoft.com/dotnet/framework/runtime:4.8-windowsservercore-ltsc2019 (Digest: sha256:bf47599181ae3877ec680428a99f76d43ffb26251155a6f0b0b76f4e70304c26)
+* mcr.microsoft.com/windows/servercore:ltsc2019 (Digest: sha256:2629881183feda906459163cb58fbdbc001bea76a92b2dc4695c8e5b14f747ae)
+* mcr.microsoft.com/windows/nanoserver:1809 (Digest: sha256:8e6807c213b52405fec8a861e0b766055ba9d4f941267adf49ee67526755b63a)
 * microsoft/aspnetcore-build:1.0-2.0 (Digest: sha256:9ecc7c5a8a7a11dca5f08c860165646cb30d084606360a3a72b9cbe447241c0c)
 
 ## Visual Studio 2019 Enterprise
 
-_Version:_ VisualStudio/16.5.4+30011.22<br/>
+_Version:_ VisualStudio/16.5.5+30104.148<br/>
 _Location:_ C:\Program Files (x86)\Microsoft Visual Studio\2019\Enterprise
 
 The following workloads and components are installed with Visual Studio 2019:
@@ -75,6 +75,7 @@ The following workloads and components are installed with Visual Studio 2019:
 * Microsoft.VisualStudio.Component.EntityFramework
 * Microsoft.VisualStudio.Component.FSharp.Desktop
 * Microsoft.VisualStudio.Component.LinqToSql
+* Microsoft.VisualStudio.Component.SQL.SSDT
 * Microsoft.VisualStudio.Component.PortableLibrary
 * Microsoft.VisualStudio.Component.TeamOffice
 * Microsoft.VisualStudio.Component.TestTools.CodedUITest
@@ -109,7 +110,6 @@ The following workloads and components are installed with Visual Studio 2019:
 * Microsoft.VisualStudio.Component.VC.v141.MFC.ARM.Spectre
 * Microsoft.VisualStudio.Component.VC.v141.MFC.ARM64.Spectre
 * Microsoft.VisualStudio.Component.VC.v141.MFC.Spectre
-* Microsoft.VisualStudio.Component.Windows10SDK.14393
 * Microsoft.VisualStudio.Component.Windows10SDK.16299
 * Microsoft.VisualStudio.Component.Windows10SDK.17134
 * Microsoft.VisualStudio.Component.Windows10SDK.17763
@@ -137,6 +137,9 @@ The following workloads and components are installed with Visual Studio 2019:
 * Microsoft.VisualStudio.Workload.Universal
 * Microsoft.VisualStudio.Workload.VisualStudioExtension
 
+Additional Windows 10 SDKs:
+* Windows 10 SDK version 10.0.14393.795
+
 ## WIX Tools
 
 _Toolset Version:_ 3.11.4516<br/>
@@ -146,9 +149,9 @@ _Environment:_
 
 ## Microsoft SSDT Visual Studio 2019 Extensions
 
-_Microsoft Analysis Services Projects Version:_ 2.9.8<br/>
+_Microsoft Analysis Services Projects Version:_ 2.9.9<br/>
 _SQL Server Integration Services Projects Version:_ 3.6<br/>
-_Microsoft Reporting Services Projects Version:_ 2.6.5<br/>
+_Microsoft Reporting Services Projects Version:_ 2.6.7<br/>
 
 ## .NET 4.8
 
@@ -171,7 +174,7 @@ _Version:_ 1.1.1809.18001<br/>
 
 ## AWS CLI
 
-_Version:_ aws-cli 2.0.10<br/>
+_Version:_ aws-cli 2.0.14<br/>
 
 ## Android SDK Build Tools
 
@@ -426,17 +429,26 @@ _Description:_ .NET has been configured to use TLS 1.2 by default
 
 ## Azure CLI
 
-_Version:_ 2.5.0 *
+_Version:_ 2.5.1
 _Environment:_
 * PATH: contains location of az.cmd
 
 ## AWS SAM CLI
 
-_Version:_ 0.48.0<br/>
+_Version:_ 0.49.0<br/>
 
 ## Azure DevOps Cli extension
 
-_Version:_ azure-devops                      1.25.9
+_Version:_ azure-devops                      0.18.0
+
+## MSYS2
+
+_Tool versions_
+_pacman:_ 5.2.1<br/>
+_bash:_ 4.4.23<br/>
+_gcc:_ 10.1.0<br/>
+_tar:_ 1.32<br/>
+MSYS2 location: C:\msys64
 
 ## PyPy
 
@@ -444,15 +456,19 @@ _Version:_ 2.7.13 (x86)<br/>_Version:_ 3.6.9 (x86)<br/>
 
 ## Ruby
 
-_Version:_ 2.4.10 (x64)<br/>_Version:_ 2.5.8 (x64)<br/>_Version:_ 2.6.6 (x64)<br/>_Version:_ 2.7.1 (x64)<br/><br/>__System default version:__ Ruby 2.5.8p224<br/>_Environment:_<br/>* Location: C:\hostedtoolcache\windows\Ruby\2.5.8\x64\bin<br/>* PATH: contains the location of Ruby 2.5.8p224<br/>* Gem Version: 3.1.2<br/>
+_Version:_ 2.4.10 (x64)<br/>_Version:_ 2.5.8 (x64)<br/>_Version:_ 2.6.6 (x64)<br/>_Version:_ 2.7.1 (x64)<br/><br/>__System default version:__ Ruby 2.5.8p224<br/>_Environment:_<br/>* Location: C:\hostedtoolcache\windows\Ruby\2.5.8\x64\bin<br/>* PATH: contains the location of Ruby 2.5.8p224<br/>* Gem Version: 3.1.3<br/>
 
 ## Python (x64)
 
-_Version:_ 2.7.18<br/>_Version:_ 3.5.4<br/>_Version:_ 3.6.8<br/>_Version:_ 3.7.7<br/>_Version:_ 3.8.2<br/><br/>__System default version:__ Python 3.7.7<br/>_Environment:_<br/>* Location: C:\hostedtoolcache\windows\Python\3.7.7\x64<br/>* PATH: contains the location of Python 3.7.7<br/>
+_Version:_ 2.7.18<br/>_Version:_ 3.5.4<br/>_Version:_ 3.6.8<br/>_Version:_ 3.7.7<br/>_Version:_ 3.8.3<br/><br/>__System default version:__ Python 3.7.7<br/>_Environment:_<br/>* Location: C:\hostedtoolcache\windows\Python\3.7.7\x64<br/>* PATH: contains the location of Python 3.7.7<br/>
 
 ## Python (x86)
 
-_Version:_ 2.7.18<br/>_Version:_ 3.5.4<br/>_Version:_ 3.6.8<br/>_Version:_ 3.7.7<br/>_Version:_ 3.8.2<br/>
+_Version:_ 2.7.18<br/>_Version:_ 3.5.4<br/>_Version:_ 3.6.8<br/>_Version:_ 3.7.7<br/>_Version:_ 3.8.3<br/>
+
+## node (x64)
+
+_Version:_ 8.17.0<br/>_Version:_ 10.20.1<br/>_Version:_ 12.16.3<br/>_Version:_ 14.2.0<br/>
 
 ## OpenSSL
 
@@ -499,6 +515,10 @@ _Environment:_
 
 
 #### _Notes:_
+
+> `BOOST_ROOT` is not set on images but it is required by CMake. Please make sure you set this variable
+> value to either `BOOST_ROOT_1_69_0` or `BOOST_ROOT_1_72_0` depending on the Boost version you are using.
+
 Link: https://cmake.org/cmake/help/latest/module/FindBoost.html
 
 If Boost was built using the `boost-cmake` project or from `Boost 1.70.0` on it provides a package
@@ -512,11 +532,11 @@ Set `Boost_NO_BOOST_CMAKE to ON`, to disable the search for boost-cmake.
 
 ## Composer
 
-#### Composer version 1.10.5 2020-04-10 11:44:22
+#### Composer version 1.10.6 2020-05-06 10:28:10
 
 _Environment:_
-* PATH: contains the location of composer.exe version Composer version 1.10.5 2020-04-10 11:44:22
-* PHPROOT: root directory of the Composer Composer version 1.10.5 2020-04-10 11:44:22 installation
+* PATH: contains the location of composer.exe version Composer version 1.10.6 2020-05-06 10:28:10
+* PHPROOT: root directory of the Composer Composer version 1.10.6 2020-05-06 10:28:10 installation
 
 ## PHP (x64)
 
@@ -528,7 +548,7 @@ _Environment:_
 
 ## Rust (64-bit)
 
-#### 1.43.0
+#### 1.43.1
 _Environment:_
 * _Location:_ C:\Rust\.cargo\bin
 * PATH: contains the location of rustc.exe
@@ -550,17 +570,17 @@ _Environment:_
 ## Google Chrome
 
 _version:_
-81.0.4044.129
+81.0.4044.138
 
 ## Microsoft Edge
 
 _version:_
-81.0.416.68
+81.0.416.72
 
 ## Mozilla Firefox
 
 _version:_
-75.0
+76.0.1
 
 ## Selenium Web Drivers
 
@@ -568,7 +588,7 @@ _version:_
 #### Chrome Driver
 
 _version:_
-81.0.4044.69
+81.0.4044.138
 
 _Environment:_
 * ChromeWebDriver: location of chromedriver.exe
@@ -592,7 +612,7 @@ _Environment:_
 #### Microsoft Edge Driver
 
 _version:_
-81.0.416.68
+81.0.416.72
 
 _Environment:_
 * EdgeWebDriver: location of msedgedriver.exe
@@ -629,7 +649,11 @@ _Location:_ C:\Program Files\Java\zulu-7-azure-jdk_7.31.0.5-7.0.232-win_x64
 
 #### 11.0.4
 
-_Location:_ C:\Program Files\Java\zulu-11-azure-jdk_11.33.15-11.0.4-win_x64
+_Location:_ C:\Program Files\Java\zulu-11-azure-jdk_11.33.15-11.0.4-win_x64
+
+#### 13.0.3
+
+_Location:_ C:\Program Files\Java\zulu-13-azure-jdk_13.31.11-13.0.3-win_x64
 
 ## Ant
 
@@ -660,7 +684,7 @@ _Environment:_
 
 ## SQL Server Data Tier Application Framework (x64)
 
-_Version:_ 15.0.4538.1<br/>
+_Version:_ 15.0.4769.1<br/>
 * SQL Server Express LocalDB is available at C:\Program Files\Microsoft SQL Server\130\Tools\Binn\SqlLocalDB.exe
 
 ## .NET Core
@@ -671,8 +695,10 @@ _Environment:_
 * PATH: contains location of dotnet.exe
 
 _SDK:_
+* 3.1.202 C:\Program Files\dotnet\sdk\3.1.202
 * 3.1.201 C:\Program Files\dotnet\sdk\3.1.201
 * 3.1.200 C:\Program Files\dotnet\sdk\3.1.200
+* 3.1.104 C:\Program Files\dotnet\sdk\3.1.104
 * 3.1.103 C:\Program Files\dotnet\sdk\3.1.103
 * 3.1.102 C:\Program Files\dotnet\sdk\3.1.102
 * 3.1.101 C:\Program Files\dotnet\sdk\3.1.101
@@ -698,6 +724,7 @@ _SDK:_
 * 2.2.102 C:\Program Files\dotnet\sdk\2.2.102
 * 2.2.101 C:\Program Files\dotnet\sdk\2.2.101
 * 2.2.100 C:\Program Files\dotnet\sdk\2.2.100
+* 2.1.806 C:\Program Files\dotnet\sdk\2.1.806
 * 2.1.805 C:\Program Files\dotnet\sdk\2.1.805
 * 2.1.804 C:\Program Files\dotnet\sdk\2.1.804
 * 2.1.803 C:\Program Files\dotnet\sdk\2.1.803
@@ -705,6 +732,7 @@ _SDK:_
 * 2.1.801 C:\Program Files\dotnet\sdk\2.1.801
 * 2.1.701 C:\Program Files\dotnet\sdk\2.1.701
 * 2.1.700 C:\Program Files\dotnet\sdk\2.1.700
+* 2.1.611 C:\Program Files\dotnet\sdk\2.1.611
 * 2.1.610 C:\Program Files\dotnet\sdk\2.1.610
 * 2.1.609 C:\Program Files\dotnet\sdk\2.1.609
 * 2.1.608 C:\Program Files\dotnet\sdk\2.1.608
@@ -714,6 +742,7 @@ _SDK:_
 * 2.1.604 C:\Program Files\dotnet\sdk\2.1.604
 * 2.1.603 C:\Program Files\dotnet\sdk\2.1.603
 * 2.1.602 C:\Program Files\dotnet\sdk\2.1.602
+* 2.1.514 C:\Program Files\dotnet\sdk\2.1.514
 * 2.1.513 C:\Program Files\dotnet\sdk\2.1.513
 * 2.1.512 C:\Program Files\dotnet\sdk\2.1.512
 * 2.1.511 C:\Program Files\dotnet\sdk\2.1.511
@@ -735,6 +764,7 @@ _SDK:_
 * 2.1.300 C:\Program Files\dotnet\sdk\2.1.300
 
 _Runtime:_
+* 3.1.4 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\3.1.4
 * 3.1.3 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\3.1.3
 * 3.1.2 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\3.1.2
 * 3.1.1 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\3.1.1
@@ -756,6 +786,7 @@ _Runtime:_
 * 2.1.4 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.4
 * 2.1.3 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.3
 * 2.1.2 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.2
+* 2.1.18 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.18
 * 2.1.17 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.17
 * 2.1.16 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.16
 * 2.1.15 C:\Program Files\dotnet\shared\Microsoft.NETCore.App\2.1.15
@@ -789,7 +820,25 @@ _Environment:_
 
 ## TypeScript
 
-_Version:_ Version 3.8.3<br/>
+_Version:_ Version 3.9.2<br/>
+
+## ghc
+
+_Version:_
+ghc 8.10.1  
+ ghc 8.6.5  (default) 
+ ghc 8.8.3  
+<br/>
+
+## cabal
+
+_Version:_ cabal-install version 3.2.0.0 compiled using version 3.2.0.0 of the Cabal library <br/>
+
+## Stack
+
+_Version:_ Version 2.3.1, Git revision de2a7b694f07de7e6cf17f8c92338c16286b2878 (8103 commits) x86_64 hpack-0.33.0<br/>
+_Environment:_
+* PATH: contains location of stack.exe
 
 ## Miniconda
 
@@ -808,7 +857,7 @@ _Version:_ 19.00<br/>
 
 ## Packer
 
-_Version:_ 1.5.5<br/>
+_Version:_ 1.5.6<br/>
 
 ## Mercurial
 
@@ -828,7 +877,7 @@ _Version:_ 6.0.4<br/>
 
 ## GitVersion
 
-_Version:_ 5.2.4.0<br/>
+_Version:_ 5.3.3.0<br/>
 
 ## Nullsoft Install System (NSIS)