diff --git a/doc/100-General/10-Changelog.md b/doc/100-General/10-Changelog.md
index a42bf170..9611040e 100644
--- a/doc/100-General/10-Changelog.md
+++ b/doc/100-General/10-Changelog.md
@@ -18,6 +18,7 @@ Released closed milestones can be found on [GitHub](https://github.com/Icinga/ic
 * [#615](https://github.com/Icinga/icinga-powershell-framework/issues/615) Fixes the framework migration tasks which fails in case multiple versions of the framework are installed, printing warnings in case there is
 * [#617](https://github.com/Icinga/icinga-powershell-framework/issues/617) Fixes failing calls for plugins which use a switch argument like `-NoPerfData`, which is followed directly by the `-ThresholdInterval` argument
 * [#621](https://github.com/Icinga/icinga-powershell-framework/pull/621) Fixes `-ThresholdInterval` key detection on newer systems
+* [#645](https://github.com/Icinga/icinga-powershell-framework/pull/645) Fixes error and exception handling while using API-Checks, which now will in most cases always return a proper check-result object and also abort while running into plugin execution errors, in case a server is not reachable by the time sync plugin for example
 
 ### Enhancements
 
diff --git a/lib/daemons/modules/ApiChecks/Invoke-IcingaApiChecksRESTCall.psm1 b/lib/daemons/modules/ApiChecks/Invoke-IcingaApiChecksRESTCall.psm1
index 98878e3c..8a2f6045 100644
--- a/lib/daemons/modules/ApiChecks/Invoke-IcingaApiChecksRESTCall.psm1
+++ b/lib/daemons/modules/ApiChecks/Invoke-IcingaApiChecksRESTCall.psm1
@@ -9,9 +9,11 @@ function Invoke-IcingaApiChecksRESTCall()
     [Hashtable]$ContentResponse = @{ };
 
     # Short our call
-    $CheckerAliases = $Global:Icinga.Public.Daemons.RESTApi.CommandAliases.checker;
-    $CheckConfig    = $Request.Body;
-    [int]$ExitCode  = 3; #Unknown
+    $CheckerAliases        = $Global:Icinga.Public.Daemons.RESTApi.CommandAliases.checker;
+    $CheckConfig           = $Request.Body;
+    [int]$ExitCode         = 3; #Unknown
+    [string]$CheckResult   = '';
+    [string]$InternalError = '';
 
     # Check if there are an inventory aliases configured
     # This should be maintained by the developer and not occur
@@ -56,10 +58,20 @@ function Invoke-IcingaApiChecksRESTCall()
         }
 
         if ((Test-IcingaRESTApiCommand -Command $ExecuteCommand -Endpoint 'apichecks') -eq $FALSE) {
+
+            Add-IcingaHashtableItem `
+                -Hashtable $ContentResponse `
+                -Key $ExecuteCommand `
+                -Value @{
+                    'exitcode'    = 3;
+                    'checkresult' = [string]::Format('[UNKNOWN] Icinga Permission error was thrown: Permission denied for command "{0}"{1}{1}The command "{0}" you are trying to execute over the REST-Api endpoint "apichecks" is not whitelisted for remote execution.', $ExecuteCommand, (New-IcingaNewLine));
+                    'perfdata'    = @();
+                } | Out-Null;
+
             Send-IcingaTCPClientMessage -Message (
                 New-IcingaTCPClientRESTMessage `
                     -HTTPResponse ($IcingaHTTPEnums.HTTPResponseType.'Forbidden') `
-                    -ContentBody ([string]::Format('The command "{0}" you are trying to execute over this REST-Api endpoint "apichecks" is not whitelisted for remote execution.', $ExecuteCommand))
+                    -ContentBody $ContentResponse
             ) -Stream $Connection.Stream;
 
             return;
@@ -100,9 +112,19 @@ function Invoke-IcingaApiChecksRESTCall()
                     -Value $CmdArgValue | Out-Null;
             };
 
-            [int]$ExitCode = & $ExecuteCommand @Arguments;
+            try {
+                [int]$ExitCode = & $ExecuteCommand @Arguments;
+            } catch {
+                [int]$ExitCode = 3;
+                $InternalError = $_.Exception.Message;
+            }
         } elseif ($Request.Method -eq 'GET') {
-            [int]$ExitCode = & $ExecuteCommand;
+            try {
+                [int]$ExitCode = & $ExecuteCommand;
+            } catch {
+                [int]$ExitCode = 3;
+                $InternalError = $_.Exception.Message;
+            }
         } else {
             Send-IcingaTCPClientMessage -Message (
                 New-IcingaTCPClientRESTMessage `
@@ -115,7 +137,16 @@ function Invoke-IcingaApiChecksRESTCall()
 
         # Once the check is executed, the plugin output and the performance data are stored
         # within a special cache map we can use for accessing
-        $CheckResult     = Get-IcingaCheckSchedulerPluginOutput;
+        if ([string]::IsNullOrEmpty($InternalError)) {
+            $CheckResult = Get-IcingaCheckSchedulerPluginOutput;
+        } else {
+            if ($InternalError.Contains('[UNKNOWN]') -eq $FALSE) {
+                # Ensure we format the error message more user friendly
+                $CheckResult = [string]::Format('[UNKNOWN] Icinga Plugin execution error was thrown during API request:{0}{0}{1}', (New-IcingaNewLine), $InternalError);
+            } else {
+                $CheckResult = $InternalError;
+            }
+        }
         [array]$PerfData = Get-IcingaCheckSchedulerPerfData;
 
         # Ensure our PerfData variable is always an array
diff --git a/lib/icinga/exception/Exit-IcingaThrowException.psm1 b/lib/icinga/exception/Exit-IcingaThrowException.psm1
index 11aa8cd0..e4e203d9 100644
--- a/lib/icinga/exception/Exit-IcingaThrowException.psm1
+++ b/lib/icinga/exception/Exit-IcingaThrowException.psm1
@@ -113,5 +113,7 @@ function Exit-IcingaThrowException()
     if ($Global:Icinga.Protected.RunAsDaemon -eq $FALSE -And $Global:Icinga.Protected.JEAContext -eq $FALSE) {
         Write-IcingaConsolePlain $OutputMessage;
         exit $IcingaEnums.IcingaExitCode.Unknown;
+    } else {
+        throw $OutputMessage;
     }
 }