diff --git a/images/windows/scripts/build/Install-PostgreSQL.ps1 b/images/windows/scripts/build/Install-PostgreSQL.ps1
index 2bad88580310..bb5369a653d7 100644
--- a/images/windows/scripts/build/Install-PostgreSQL.ps1
+++ b/images/windows/scripts/build/Install-PostgreSQL.ps1
@@ -58,13 +58,24 @@ if ($null -ne ($toolsetVersion | Select-String -Pattern '\d+\.\d+\.\d+')) {
     } while (!$response)
 }
 
+if ((Get-ToolsetContent).postgresql.installVcRedist) {
+    # Postgres 14 requires the vs 17 redistributable
+    $vs17RedistUrl = "https://aka.ms/vs/17/release/vc_redist.x64.exe"
+    Install-Binary `
+        -Url $vs17RedistUrl `
+        -InstallArgs @("/install", "/quiet", "/norestart") `
+        -ExpectedSignature (Get-ToolsetContent).postgresql.vcRedistSignature
+}
+
 # Return the previous value of ErrorAction and invoke Install-Binary function
 $ErrorActionPreference = $errorActionOldValue
 $installerArgs = @("--install_runtimes 0", "--superpassword root", "--enable_acledit 1", "--unattendedmodeui none", "--mode unattended")
+
 Install-Binary `
     -Url $installerUrl `
     -InstallArgs $installerArgs `
-    -ExpectedSignature (Get-ToolsetContent).postgresql.signature
+    -ExpectedSignature (Get-ToolsetContent).postgresql.signature `
+    -InstallerLogPath "$env:TEMP\**\install-postgresql.log"
 
 # Get Path to pg_ctl.exe
 $pgPath = (Get-CimInstance Win32_Service -Filter "Name LIKE 'postgresql-%'").PathName
diff --git a/images/windows/scripts/helpers/InstallHelpers.ps1 b/images/windows/scripts/helpers/InstallHelpers.ps1
index 67faade1d2a5..a1de82c233dd 100644
--- a/images/windows/scripts/helpers/InstallHelpers.ps1
+++ b/images/windows/scripts/helpers/InstallHelpers.ps1
@@ -30,6 +30,10 @@ function Install-Binary {
     .PARAMETER ExpectedSHA512Sum
         The expected SHA512 sum of the binary. If specified, the binary's SHA512 sum is checked before installation.
 
+    .PARAMETER InstallerLogPath
+        The path to the log file which is produced when the installation fails. This can be used for debugging purposes.
+        This is only displayed when the installation fails.
+
     .EXAMPLE
         Install-Binary -Url "https://go.microsoft.com/fwlink/p/?linkid=2083338" -Type EXE -InstallArgs ("/features", "+", "/quiet") -ExpectedSignature "A5C7D5B7C838D5F89DDBEDB85B2C566B4CDA881F"
     #>
@@ -46,7 +50,8 @@ function Install-Binary {
         [String[]] $ExtraInstallArgs,
         [String[]] $ExpectedSignature,
         [String] $ExpectedSHA256Sum,
-        [String] $ExpectedSHA512Sum
+        [String] $ExpectedSHA512Sum,
+        [String] $InstallerLogPath
     )
 
     if ($PSCmdlet.ParameterSetName -eq "LocalPath") {
@@ -122,6 +127,15 @@ function Install-Binary {
         } else {
             Write-Host "Installation process returned unexpected exit code: $exitCode"
             Write-Host "Time elapsed: $installCompleteTime seconds"
+
+            if ($InstallerLogPath) {
+                Write-Host "Searching for logs maching $InstallerLogPath pattern"
+                Get-ChildItem -Recurse -Path $InstallerLogPath | ForEach-Object {
+                    Write-Output "Found Installer Log: $InstallerLogPath"
+                    Write-Output "File content:"
+                    Get-Content -Path $_.FullName
+                }
+            }
             exit $exitCode
         }
     } catch {
diff --git a/images/windows/toolsets/toolset-2019.json b/images/windows/toolsets/toolset-2019.json
index db9aa6099879..2f45a1678d9c 100644
--- a/images/windows/toolsets/toolset-2019.json
+++ b/images/windows/toolsets/toolset-2019.json
@@ -472,8 +472,10 @@
         "version": "18"
     },
     "postgresql": {
-        "version": "14.12.1",
-        "signature": "698BA51AA27CC31282AACA5055E4B9190BC6C0E9"
+        "signature": "698BA51AA27CC31282AACA5055E4B9190BC6C0E9",
+        "version": "14",
+        "vcRedistSignature": "245D262748012A4FE6CE8BA6C951A4C4AFBC3E5D",
+        "installVcRedist": true
     },
     "kotlin": {
         "version": "latest"
diff --git a/images/windows/toolsets/toolset-2022.json b/images/windows/toolsets/toolset-2022.json
index 46c9261bc1e7..d6e1cb5b39d5 100644
--- a/images/windows/toolsets/toolset-2022.json
+++ b/images/windows/toolsets/toolset-2022.json
@@ -382,8 +382,10 @@
         "version": "8.3"
     },
     "postgresql": {
-        "version": "14.12.1",
-        "signature": "698BA51AA27CC31282AACA5055E4B9190BC6C0E9"
+        "signature": "698BA51AA27CC31282AACA5055E4B9190BC6C0E9",
+        "version": "14",
+        "vcRedistSignature": "245D262748012A4FE6CE8BA6C951A4C4AFBC3E5D",
+        "installVcRedist": true
     },
     "kotlin": {
         "version": "latest"