diff --git a/CHANGELOG.md b/CHANGELOG.md
index fa2421d8e9..d1d050e1b4 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -46,6 +46,9 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
     the SQL Server instance as a percentage of total server memory.
     ([issue #1397](https://github.com/dsccommunity/SqlServerDsc/issues/1397)).
 
+- SqlRS
+  - Fixed SSRS 2019 initialisation [issue #1509](https://github.com/dsccommunity/SqlServerDsc/issues/1509).
+
 ## [15.1.1] - 2021-02-12
 
 ### Fixed
diff --git a/source/DSCResources/DSC_SqlRS/DSC_SqlRS.psm1 b/source/DSCResources/DSC_SqlRS/DSC_SqlRS.psm1
index fa7183d1af..46f669fde7 100644
--- a/source/DSCResources/DSC_SqlRS/DSC_SqlRS.psm1
+++ b/source/DSCResources/DSC_SqlRS/DSC_SqlRS.psm1
@@ -463,6 +463,18 @@ function Set-TargetResource
 
             Invoke-RsCimMethod @invokeRsCimMethodParameters
 
+            <#
+                When initializing SSRS 2019, the call to InitializeReportServer
+                always fails, even if IsInitialized flag is $false.
+                It also seems that simply restarting SSRS at this point initializes
+                it.
+
+                We will ignore $SuppressRestart here.
+            #>
+            Write-Verbose -Message $script:localizedData.Restart
+            Restart-ReportingServicesService -InstanceName $InstanceName -WaitTime 30
+            $restartReportingService = $false
+
             $reportingServicesData = Get-ReportingServicesData -InstanceName $InstanceName
 
             <#
@@ -473,6 +485,8 @@ function Set-TargetResource
             #>
             if ( -not $reportingServicesData.Configuration.IsInitialized )
             {
+                $restartReportingService = $true
+
                 $invokeRsCimMethodParameters = @{
                     CimInstance = $reportingServicesData.Configuration
                     MethodName  = 'InitializeReportServer'
@@ -488,6 +502,8 @@ function Set-TargetResource
             {
                 Write-Verbose -Message "Changing value for using SSL to '$UseSsl'."
 
+                $restartReportingService = $true
+
                 $invokeRsCimMethodParameters = @{
                     CimInstance = $reportingServicesData.Configuration
                     MethodName  = 'SetSecureConnectionLevel'