diff --git a/.github/workflows/octo.yml b/.github/workflows/octo.yml
index 9e5dfef..7bea3b5 100644
--- a/.github/workflows/octo.yml
+++ b/.github/workflows/octo.yml
@@ -25,50 +25,56 @@ jobs:
         name: Compare latest version with container
         run: |
           $chocoInformationRaw = choco info octopustools --limitoutput
-          $version = ($chocoInformationRaw.Split("|"))[1]
-          $versionSplit = $version.Split(".")
-          
-          Write-Host "Retrieving tags ..."
-          
-          $response = try {
-            $repositoryTags = Invoke-RestMethod "https://registry.hub.docker.com/v2/repositories/octopuslabs/gitlab-octocli/tags"
-            Write-Host "Retrieval successful!"
-          } catch [System.Net.WebException] { 
-            $_.Exception.Response 
-            Write-Host "Retrieval failed!!"
-          }
-          
-          Write-Host "Version: $version"
-          echo "VERSION=$version" >> $env:GITHUB_OUTPUT
-          
-          if ($null -eq $response)
-          {
-            $matchingTag = $repositoryTags.results | Where-Object {$_.Name -eq $version}
-            
-            if ($null -ne $matchingTag)
-            {
-              Write-Host "Docker container already has latest version."
+          $versionOutput = ($chocoInformationRaw.Split("|"))[1]
+
+          [System.Version]$version = $null
+          $versionParsed = [System.Version]::TryParse($versionOutput, [ref]$version)
+          if(-not $versionParsed) {
+              Write-Host "Unable to parse '$versionOutput' as a valid version. Won't continue"
               echo "CONTINUE=No" >> $env:GITHUB_OUTPUT
-            }
-            else
-            {
-              Write-Host "Octopus CLI has been updated, create new image."
-              echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
-            }
-          }
-          else
-          {
-            if ($response.StatusCode.value__ -eq 404)
-            {
-              Write-Host "No tags exist for repo, assuming first build."
-              echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
-            }
           }
+          else {
+              $versionToCompare = "$($version.Major).$($version.Minor).$($version.Build)"
+              Write-Host "Parsed version as $versionToCompare"
+              
+              echo "VERSION=$versionToCompare" >> $env:GITHUB_OUTPUT
           
+              Write-Host "Retrieving tags ..."
+              
+              $response = try {
+                $repositoryTags = Invoke-RestMethod "https://registry.hub.docker.com/v2/repositories/octopuslabs/gitlab-octocli/tags"
+                Write-Host "Retrieval successful!"
+              } catch [System.Net.WebException] { 
+                $_.Exception.Response 
+                Write-Host "Retrieval failed!!"
+              }
+                           
+              if ($null -eq $response)
+              {
+                $matchingTag = $repositoryTags.results | Where-Object {$_.Name -eq $versionToCompare}
+                
+                if ($null -ne $matchingTag)
+                {
+                  Write-Host "Docker container already has latest version."
+                  echo "CONTINUE=No" >> $env:GITHUB_OUTPUT
+                }
+                else
+                {
+                  Write-Host "Octopus CLI has been updated, create new image."
+                  echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
+                }
+              }
+              else
+              {
+                if ($response.StatusCode.value__ -eq 404)
+                {
+                  Write-Host "No tags exist for repo, assuming first build."
+                  echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
+                }
+              }
+          }
         shell: powershell
           
-          
-          
   build-linux:
     needs: [get-octo-cli-version]
     runs-on: ubuntu-latest
diff --git a/.github/workflows/octopus-cli.yml b/.github/workflows/octopus-cli.yml
index ef8d4b5..5478ea2 100644
--- a/.github/workflows/octopus-cli.yml
+++ b/.github/workflows/octopus-cli.yml
@@ -18,44 +18,51 @@ jobs:
         name: Compare latest version with container
         run: |
           $chocoInformationRaw = choco info octopus-cli --limitoutput
-          $version = ($chocoInformationRaw.Split("|"))[1]
-          $versionSplit = $version.Split(".")
-          
-          Write-Host "Retrieving tags ..."
-          
-          $response = try {
-            $repositoryTags = Invoke-RestMethod "https://registry.hub.docker.com/v2/repositories/octopuslabs/gitlab-octopus-cli/tags"
-            Write-Host "Retrieval successful!"
-          } catch [System.Net.WebException] { 
-            $_.Exception.Response 
-            Write-Host "Retrieval failed!!"
-          }
-          
-          Write-Host "Version: $version"
-          echo "VERSION=$version" >> $env:GITHUB_OUTPUT
-          
-          if ($null -eq $response)
-          {
-            $matchingTag = $repositoryTags.results | Where-Object {$_.Name -eq $version}
-            
-            if ($null -ne $matchingTag)
-            {
-              Write-Host "Docker container already has latest version."
+          $versionOutput = ($chocoInformationRaw.Split("|"))[1]
+
+          [System.Version]$version = $null
+          $versionParsed = [System.Version]::TryParse($versionOutput, [ref]$version)
+          if(-not $versionParsed) {
+              Write-Host "Unable to parse '$versionOutput' as a valid version. Won't continue"
               echo "CONTINUE=No" >> $env:GITHUB_OUTPUT
-            }
-            else
-            {
-              Write-Host "vNext Octopus CLI has been updated, create new image."
-              echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
-            }
           }
-          else
-          {
-            if ($response.StatusCode.value__ -eq 404)
-            {
-              Write-Host "No tags exist for repo, assuming first build."
-              echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
-            }
+          else {
+              $versionToCompare = "$($version.Major).$($version.Minor).$($version.Build)"
+              Write-Host "Parsed version as $versionToCompare"
+              
+              echo "VERSION=$versionToCompare" >> $env:GITHUB_OUTPUT
+          
+              $response = try {
+                $repositoryTags = Invoke-RestMethod "https://registry.hub.docker.com/v2/repositories/octopuslabs/gitlab-octopus-cli/tags"
+                Write-Host "Retrieval successful!"
+              } catch [System.Net.WebException] { 
+                $_.Exception.Response 
+                Write-Host "Retrieval failed!!"
+              }
+              
+              if ($null -eq $response)
+              {
+                $matchingTag = $repositoryTags.results | Where-Object {$_.Name -eq $versionToCompare}
+                
+                if ($null -ne $matchingTag)
+                {
+                  Write-Host "Docker container already has latest version."
+                  echo "CONTINUE=No" >> $env:GITHUB_OUTPUT
+                }
+                else
+                {
+                  Write-Host "vNext Octopus CLI has been updated, create new image."
+                  echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
+                }
+              }
+              else
+              {
+                if ($response.StatusCode.value__ -eq 404)
+                {
+                  Write-Host "No tags exist for repo, assuming first build."
+                  echo "CONTINUE=Yes" >> $env:GITHUB_OUTPUT
+                }
+              }
           }
           
         shell: powershell