diff --git a/src/JsonSchema/AppSettings.cs b/src/JsonSchema/AppSettings.cs
index 62817bdec7..73c5ea18f5 100644
--- a/src/JsonSchema/AppSettings.cs
+++ b/src/JsonSchema/AppSettings.cs
@@ -89,6 +89,8 @@ namespace JsonSchema
                 public LegacyPasswordMigrationSettings LegacyPasswordMigration { get; set; }
 
                 public ContentDashboardSettings ContentDashboard { get; set; }
+
+                public HelpPageSettings HelpPage { get; set; }
             }
 
             /// <summary>
diff --git a/src/Umbraco.Core/Configuration/Models/HelpPageSettings.cs b/src/Umbraco.Core/Configuration/Models/HelpPageSettings.cs
new file mode 100644
index 0000000000..3bd518b37e
--- /dev/null
+++ b/src/Umbraco.Core/Configuration/Models/HelpPageSettings.cs
@@ -0,0 +1,11 @@
+namespace Umbraco.Cms.Core.Configuration.Models
+{
+    [UmbracoOptions(Constants.Configuration.ConfigHelpPage)]
+    public class HelpPageSettings
+    {
+        /// <summary>
+        /// Gets or sets the allowed addresses to retrieve data for the content dashboard.
+        /// </summary>
+        public string[] HelpPageUrlAllowList { get; set; }
+    }
+}
diff --git a/src/Umbraco.Core/Constants-Configuration.cs b/src/Umbraco.Core/Constants-Configuration.cs
index ab951618e3..bdbd13b2a4 100644
--- a/src/Umbraco.Core/Constants-Configuration.cs
+++ b/src/Umbraco.Core/Constants-Configuration.cs
@@ -55,6 +55,7 @@ namespace Umbraco.Cms.Core
             public const string ConfigRichTextEditor = ConfigPrefix + "RichTextEditor";
             public const string ConfigPackageMigration = ConfigPrefix + "PackageMigration";
             public const string ConfigContentDashboard = ConfigPrefix + "ContentDashboard";
+            public const string ConfigHelpPage = ConfigPrefix + "HelpPage";
         }
     }
 }
diff --git a/src/Umbraco.Core/DependencyInjection/UmbracoBuilder.Configuration.cs b/src/Umbraco.Core/DependencyInjection/UmbracoBuilder.Configuration.cs
index 8baf34f9cb..91e6f71415 100644
--- a/src/Umbraco.Core/DependencyInjection/UmbracoBuilder.Configuration.cs
+++ b/src/Umbraco.Core/DependencyInjection/UmbracoBuilder.Configuration.cs
@@ -87,7 +87,8 @@ namespace Umbraco.Cms.Core.DependencyInjection
                 .AddUmbracoOptions<RuntimeMinificationSettings>()
                 .AddUmbracoOptions<LegacyPasswordMigrationSettings>()
                 .AddUmbracoOptions<PackageMigrationSettings>()
-                .AddUmbracoOptions<ContentDashboardSettings>();
+                .AddUmbracoOptions<ContentDashboardSettings>()
+                .AddUmbracoOptions<HelpPageSettings>();
 
             builder.Services.Configure<RequestHandlerSettings>(options => options.MergeReplacements(builder.Config));
 
diff --git a/src/Umbraco.Core/Help/HelpPageSettings.cs b/src/Umbraco.Core/Help/HelpPageSettings.cs
deleted file mode 100644
index d2a4a3a0f5..0000000000
--- a/src/Umbraco.Core/Help/HelpPageSettings.cs
+++ /dev/null
@@ -1,12 +0,0 @@
-using System.Configuration;
-
-namespace Umbraco.Core.Help
-{
-    public class HelpPageSettings : IHelpPageSettings
-    {
-        public string HelpPageUrlAllowList =>
-            ConfigurationManager.AppSettings.ContainsKey(Constants.AppSettings.HelpPageUrlAllowList)
-                ? ConfigurationManager.AppSettings[Constants.AppSettings.HelpPageUrlAllowList]
-                : null;
-    }
-}
diff --git a/src/Umbraco.Core/Help/IHelpPageSettings.cs b/src/Umbraco.Core/Help/IHelpPageSettings.cs
deleted file mode 100644
index 5643e47a30..0000000000
--- a/src/Umbraco.Core/Help/IHelpPageSettings.cs
+++ /dev/null
@@ -1,10 +0,0 @@
-namespace Umbraco.Core.Help
-{
-    public interface IHelpPageSettings
-    {
-        /// <summary>
-        /// Gets the allowed addresses to retrieve data for the help page.
-        /// </summary>
-        string HelpPageUrlAllowList { get; }
-    }
-}
diff --git a/src/Umbraco.Web.BackOffice/Controllers/HelpController.cs b/src/Umbraco.Web.BackOffice/Controllers/HelpController.cs
index ecec8f864d..dd01f9621f 100644
--- a/src/Umbraco.Web.BackOffice/Controllers/HelpController.cs
+++ b/src/Umbraco.Web.BackOffice/Controllers/HelpController.cs
@@ -1,11 +1,17 @@
+using System;
 using System.Collections.Generic;
+using System.Linq;
+using System.Net;
 using System.Net.Http;
 using System.Runtime.Serialization;
 using System.Threading.Tasks;
+using Microsoft.Extensions.DependencyInjection;
 using Microsoft.Extensions.Logging;
+using Microsoft.Extensions.Options;
 using Newtonsoft.Json;
+using Umbraco.Cms.Core.Configuration.Models;
 using Umbraco.Cms.Web.Common.Attributes;
-using Umbraco.Core.Help;
+using Umbraco.Cms.Web.Common.DependencyInjection;
 using Constants = Umbraco.Cms.Core.Constants;
 
 namespace Umbraco.Cms.Web.BackOffice.Controllers
@@ -14,21 +20,35 @@ namespace Umbraco.Cms.Web.BackOffice.Controllers
     public class HelpController : UmbracoAuthorizedJsonController
     {
         private readonly ILogger<HelpController> _logger;
-        private readonly IHelpPageSettings _helpPageSettings;
+        private readonly HelpPageSettings _helpPageSettings;
 
-        public HelpController(ILogger<HelpController> logger,
-            IHelpPageSettings helpPageSettings)
+        [Obsolete("Use constructor that takes IOptions<HelpPageSettings>")]
+        public HelpController(ILogger<HelpController> logger)
+            : this(logger, StaticServiceProvider.Instance.GetRequiredService<IOptions<HelpPageSettings>>())
+        {
+        }
+
+        [ActivatorUtilitiesConstructor]
+        public HelpController(
+            ILogger<HelpController> logger,
+            IOptions<HelpPageSettings> helpPageSettings)
         {
             _logger = logger;
+            _helpPageSettings = helpPageSettings.Value;
         }
 
         private static HttpClient _httpClient;
+
         public async Task<List<HelpPage>> GetContextHelpForPage(string section, string tree, string baseUrl = "https://our.umbraco.com")
         {
             if (IsAllowedUrl(baseUrl) is false)
             {
-                Logger.Error<HelpController>($"The following URL is not listed in the allowlist for HelpPage in web.config: {baseUrl}");
-                throw new HttpResponseException(Request.CreateErrorResponse(HttpStatusCode.BadRequest, "HelpPage source not permitted"));
+                _logger.LogError($"The following URL is not listed in the allowlist for HelpPage in web.config: {baseUrl}");
+                HttpContext.Response.StatusCode = (int)HttpStatusCode.BadRequest;
+
+                // Ideally we'd want to return a BadRequestResult here,
+                // however, since we're not returning ActionResult this is not possible and changing it would be a breaking change.
+                return new List<HelpPage>();
             }
 
             var url = string.Format(baseUrl + "/Umbraco/Documentation/Lessons/GetContextHelpDocs?sectionAlias={0}&treeAlias={1}", section, tree);
@@ -56,7 +76,7 @@ namespace Umbraco.Cms.Web.BackOffice.Controllers
 
         private bool IsAllowedUrl(string url)
         {
-            if (string.IsNullOrEmpty(_helpPageSettings.HelpPageUrlAllowList) ||
+            if (_helpPageSettings.HelpPageUrlAllowList is null ||
                 _helpPageSettings.HelpPageUrlAllowList.Contains(url))
             {
                 return true;