diff --git a/Bootstrap.ps1 b/Bootstrap.ps1
index 3d4b3d1..b1a96d1 100644
--- a/Bootstrap.ps1
+++ b/Bootstrap.ps1
@@ -119,7 +119,7 @@ if ($config.logging.enabled) {
 
 	# Rename log file to include the job name.
 	try {
-		Rename-Item -Path $logFile -NewName "$(Split-Path $newLogfile -Leaf)"
+		Rename-Item -Path $logFile -NewName "$(Split-Path $newLogfile -Leaf)" -ErrorAction Stop
 	}
 	catch {
 		Write-Output "ERROR: Failed to rename log file: $_" | Out-File $logFile -Append
diff --git a/resources/Logger.psm1 b/resources/Logger.psm1
index 76d7116..a50f12b 100644
--- a/resources/Logger.psm1
+++ b/resources/Logger.psm1
@@ -87,7 +87,12 @@ function Stop-Logging {
 	param()
 	if ($PSCmdlet.ShouldProcess('log file', 'Stop-Transcript')) {
 		Write-LogMessage -Tag 'INFO' -Message 'Stopping transcript logging.'
-		Stop-Transcript
+		try {
+			Stop-Transcript
+		}
+		catch {
+			Write-LogMessage -Tag 'ERROR' -Message 'Failed to stop transcript logging.'
+		}
 	}
 }