diff --git a/.vsts-ci/communityReleasePhase.yml b/.vsts-ci/communityReleasePhase.yml
index 3c8852e26..cf5199ecb 100644
--- a/.vsts-ci/communityReleasePhase.yml
+++ b/.vsts-ci/communityReleasePhase.yml
@@ -33,7 +33,7 @@ jobs:
     displayName: 'docker login'
     condition: and( succeededOrFailed(), ne(variables['Channel'],''))
 
-  - pwsh: 'Install-module pester -Scope CurrentUser -Force'
+  - pwsh: Install-module Pester -Scope CurrentUser -Force -MaximumVersion 4.99
     displayName: 'Install Pester'
     condition: and( succeededOrFailed(), ne(variables['Channel'],''))
 
diff --git a/.vsts-ci/phase.yml b/.vsts-ci/phase.yml
index 0dcbbc184..b4f526471 100644
--- a/.vsts-ci/phase.yml
+++ b/.vsts-ci/phase.yml
@@ -38,7 +38,7 @@ jobs:
 
   - pwsh: |
       if ( '$env:CHANNEL' -eq '' ) { exit }
-      Install-module pester -Scope CurrentUser -Force
+      Install-module Pester -Scope CurrentUser -Force -MaximumVersion 4.99
     displayName: Install Pester
     condition: and( succeededOrFailed(), ne(variables['Channel'],''))
 
@@ -95,7 +95,7 @@ jobs:
       testResultsFiles: '**\test*.xml'
       testRunTitle: $(ImageName)
       mergeTestResults: true
- 
+
   - task: PublishTestResults@2
     condition: and( succeededOrFailed(), ne(variables['Channel'],''))
     displayName: Publish $(ImageName) dockerlint Results
diff --git a/.vsts-ci/releasePhase.yml b/.vsts-ci/releasePhase.yml
index 9ceceebf5..55c57127f 100644
--- a/.vsts-ci/releasePhase.yml
+++ b/.vsts-ci/releasePhase.yml
@@ -99,7 +99,7 @@ jobs:
     displayName: 'Set SasUrl variable'
     condition: and( succeededOrFailed(), ne(variables['Channel'],''))
 
-  - pwsh: 'Install-module pester -Scope CurrentUser -Force'
+  - pwsh: Install-module Pester -Scope CurrentUser -Force -MaximumVersion 4.99
     displayName: 'Install Pester'
     condition: and( succeededOrFailed(), ne(variables['Channel'],''))
 
diff --git a/.vsts-ci/releasebuild.yml b/.vsts-ci/releasebuild.yml
index 81b69e1f4..358af8467 100644
--- a/.vsts-ci/releasebuild.yml
+++ b/.vsts-ci/releasebuild.yml
@@ -117,7 +117,7 @@ stages:
       - powershell: 'Get-ChildItem env:'
         displayName: 'Capture Environment'
 
-      - powershell: 'Install-module pester -Scope CurrentUser -Force'
+      - powershell: Install-module Pester -Scope CurrentUser -Force -MaximumVersion 4.99
         displayName: 'Install Pester'
 
       - powershell: |
diff --git a/build.ps1 b/build.ps1
index e39c63026..4b48db118 100755
--- a/build.ps1
+++ b/build.ps1
@@ -472,7 +472,7 @@ End {
 
         if(!(Get-Module -ListAvailable pester -ErrorAction Ignore) -or $ForcePesterInstall.IsPresent)
         {
-            Install-Module -Name pester -Scope CurrentUser -Force
+            Install-module Pester -Scope CurrentUser -Force -MaximumVersion 4.99
         }
 
         Write-Verbose -Message "logging to $logPath" -Verbose
diff --git a/tools/.gitpod.Dockerfile b/tools/.gitpod.Dockerfile
index de7746bbe..a2b460760 100644
--- a/tools/.gitpod.Dockerfile
+++ b/tools/.gitpod.Dockerfile
@@ -4,4 +4,4 @@ USER root
 
 RUN apt-get update \
     && apt-get --yes install docker \
-    && pwsh -NoLogo -NoProfile -c "install-module -Name Pester -Scope CurrentUser -force" 
+    && pwsh -NoLogo -NoProfile -c "Install-module Pester -Scope CurrentUser -Force -MaximumVersion 4.99"