diff --git a/tools/variables/_all.ps1 b/tools/variables/_all.ps1
index cc6e8810..e9007048 100644
--- a/tools/variables/_all.ps1
+++ b/tools/variables/_all.ps1
@@ -12,7 +12,7 @@ param (
 
 $vars = @{}
 
-Get-ChildItem "$PSScriptRoot\*.ps1" -Exclude "_*" |% {
+Get-ChildItem "$PSScriptRoot\*.ps1" -Exclude "_*" | % {
     Write-Host "Computing $($_.BaseName) variable"
     $vars[$_.BaseName] = & $_
 }
diff --git a/tools/variables/_define.ps1 b/tools/variables/_define.ps1
index d40e5cf1..4d2b6308 100644
--- a/tools/variables/_define.ps1
+++ b/tools/variables/_define.ps1
@@ -11,21 +11,55 @@
 param (
 )
 
-(& "$PSScriptRoot\_all.ps1").GetEnumerator() |% {
+(& "$PSScriptRoot\_all.ps1").GetEnumerator() | % {
     # Always use ALL CAPS for env var names since Azure Pipelines converts variable names to all caps and on non-Windows OS, env vars are case sensitive.
     $keyCaps = $_.Key.ToUpper()
     if ((Test-Path "env:$keyCaps") -and (Get-Content "env:$keyCaps")) {
         Write-Host "Skipping setting $keyCaps because variable is already set to '$(Get-Content env:$keyCaps)'." -ForegroundColor Cyan
     } else {
         Write-Host "$keyCaps=$($_.Value)" -ForegroundColor Yellow
-        if ($env:TF_BUILD) {
-            # Create two variables: the first that can be used by its simple name and accessible only within this job.
-            Write-Host "##vso[task.setvariable variable=$keyCaps]$($_.Value)"
-            # and the second that works across jobs and stages but must be fully qualified when referenced.
-            Write-Host "##vso[task.setvariable variable=$keyCaps;isOutput=true]$($_.Value)"
-        } elseif ($env:GITHUB_ACTIONS) {
-            Add-Content -LiteralPath $env:GITHUB_ENV -Value "$keyCaps=$($_.Value)"
+
+        # AzDO variables are stored as environment variables which has a max length of ~32k characters.
+        if ($_.Key -eq "InsertJsonValues" -and $($_.Value).Length -gt 32000) {
+            # If the InsertJsonValues value is longer than that,
+            # write the value to a temp file and use the InsertJsonValuesFile variable that InsertVSPayload understands.
+            Write-Warning "The value of InsertJsonValues is longer than 32k characters."
+            Write-Warning "Writing to a temp file and setting INSERTJSONVALUESFILE to the location of the file."
+
+            $tempDir = "$env:AGENT_TEMPDIRECTORY"
+            if (-not $tempDir) {
+                Write-Warning "AGENT_TEMPDIRECTORY environment variable is not set. Defaulting to %TMP% which is set to '$env:TMP'."
+                $tempDir = $env:TMP
+            }
+
+            $tmpFile = Join-Path "$tempDir" ("InsertJsonValuesFile_{0}.txt" -f ([guid]::NewGuid()))
+            Write-Host "Writing contents of InsertJsonValues to file: $tmpFile."
+            Set-Content -Path $tmpFile -Value $($_.Value)
+
+            # Set the InsertJsonValuesFile variable to the temp file path.
+            $insertJsonValuesFileKeyCaps = "INSERTJSONVALUESFILE"
+            Write-Host "$insertJsonValuesFileKeyCaps=$tmpFile" -ForegroundColor Yellow
+            if ($env:TF_BUILD) {
+                Write-Host "##vso[task.setvariable variable=$insertJsonValuesFileKeyCaps]$tmpFile"
+                Write-Host "##vso[task.setvariable variable=$insertJsonValuesFileKeyCaps;isOutput=true]$tmpFile"
+            } elseif ($env:GITHUB_ACTIONS) {
+                Add-Content -LiteralPath $env:GITHUB_ENV -Value "$insertJsonValuesFileKeyCaps=$tmpFile"
+            }
+
+            Set-Item -LiteralPath "env:$insertJsonValuesFileKeyCaps" -Value $tmpFile
+        } elseif ($($_.Value).Length -gt 32000) {
+            Write-Warning "The value is too long (> 32k characters). Skipping setting the environment variables."
+        } else {
+            if ($env:TF_BUILD) {
+                # Create two variables: the first that can be used by its simple name and accessible only within this job.
+                Write-Host "##vso[task.setvariable variable=$keyCaps]$($_.Value)"
+                # and the second that works across jobs and stages but must be fully qualified when referenced.
+                Write-Host "##vso[task.setvariable variable=$keyCaps;isOutput=true]$($_.Value)"
+            } elseif ($env:GITHUB_ACTIONS) {
+                Add-Content -LiteralPath $env:GITHUB_ENV -Value "$keyCaps=$($_.Value)"
+            }
+
+            Set-Item -LiteralPath "env:$keyCaps" -Value $_.Value
         }
-        Set-Item -LiteralPath "env:$keyCaps" -Value $_.Value
     }
 }