diff --git a/src/Tgstation.Server.Api/Models/Internal/CompileJob.cs b/src/Tgstation.Server.Api/Models/Internal/CompileJob.cs
index 97d9aaaf5c..7e33d1178c 100644
--- a/src/Tgstation.Server.Api/Models/Internal/CompileJob.cs
+++ b/src/Tgstation.Server.Api/Models/Internal/CompileJob.cs
@@ -35,6 +35,6 @@ namespace Tgstation.Server.Api.Models.Internal
 		/// <summary>
 		/// The DMAPI <see cref="Version"/>.
 		/// </summary>
-		public Version DMApiVersion { get; set; 
+		public Version DMApiVersion { get; set; }
 	}
 }
diff --git a/src/Tgstation.Server.Host/Components/Deployment/DreamMaker.cs b/src/Tgstation.Server.Host/Components/Deployment/DreamMaker.cs
index 6156844e19..37cfe70a11 100644
--- a/src/Tgstation.Server.Host/Components/Deployment/DreamMaker.cs
+++ b/src/Tgstation.Server.Host/Components/Deployment/DreamMaker.cs
@@ -216,6 +216,8 @@ namespace Tgstation.Server.Host.Components.Deployment
 						default:
 							throw new InvalidOperationException(String.Format(CultureInfo.InvariantCulture, "Session controller returned unexpected ApiValidationStatus: {0}", validationStatus));
 					}
+
+					job.DMApiVersion = controller.DMApiVersion;
 				}
 
 				throw new JobException("DMAPI validation timed out!");
diff --git a/src/Tgstation.Server.Host/Components/InstanceFactory.cs b/src/Tgstation.Server.Host/Components/InstanceFactory.cs
index ed3ceffea5..78366142ee 100644
--- a/src/Tgstation.Server.Host/Components/InstanceFactory.cs
+++ b/src/Tgstation.Server.Host/Components/InstanceFactory.cs
@@ -112,6 +112,11 @@ namespace Tgstation.Server.Host.Components
 		/// </summary>
 		readonly IRepositoryFactory repositoryFactory;
 
+		/// <summary>
+		/// The <see cref="IServerPortProvider"/> for the <see cref="InstanceFactory"/>.
+		/// </summary>
+		readonly IServerPortProvider serverPortProvider;
+
 		/// <summary>
 		/// Construct an <see cref="InstanceFactory"/>
 		/// </summary>
@@ -133,6 +138,7 @@ namespace Tgstation.Server.Host.Components
 		/// <param name="gitHubClientFactory">The value of <see cref="gitHubClientFactory"/></param>
 		/// <param name="platformIdentifier">The value of <see cref="platformIdentifier"/></param>
 		/// <param name="repositoryFactory">The value of <see cref="repositoryFactory"/>.</param>
+		/// <param name="serverPortProvider">The value of <see cref="serverPortProvider"/>.</param>
 		public InstanceFactory(
 			IIOManager ioManager,
 			IDatabaseContextFactory databaseContextFactory,
@@ -151,7 +157,8 @@ namespace Tgstation.Server.Host.Components
 			INetworkPromptReaper networkPromptReaper,
 			IGitHubClientFactory gitHubClientFactory,
 			IPlatformIdentifier platformIdentifier,
-			IRepositoryFactory repositoryFactory)
+			IRepositoryFactory repositoryFactory,
+			IServerPortProvider serverPortProvider)
 		{
 			this.ioManager = ioManager ?? throw new ArgumentNullException(nameof(ioManager));
 			this.databaseContextFactory = databaseContextFactory ?? throw new ArgumentNullException(nameof(databaseContextFactory));
@@ -171,6 +178,7 @@ namespace Tgstation.Server.Host.Components
 			this.gitHubClientFactory = gitHubClientFactory ?? throw new ArgumentNullException(nameof(gitHubClientFactory));
 			this.platformIdentifier = platformIdentifier ?? throw new ArgumentNullException(nameof(platformIdentifier));
 			this.repositoryFactory = repositoryFactory ?? throw new ArgumentNullException(nameof(repositoryFactory));
+			this.serverPortProvider = serverPortProvider ?? throw new ArgumentNullException(nameof(serverPortProvider));
 		}
 
 		/// <inheritdoc />
@@ -215,6 +223,7 @@ namespace Tgstation.Server.Host.Components
 						networkPromptReaper,
 						platformIdentifier,
 						bridgeRegistrar,
+						serverPortProvider,
 						loggerFactory,
 						metadata.CloneMetadata());
 
diff --git a/src/Tgstation.Server.Host/Components/Interop/Runtime/RuntimeInformation.cs b/src/Tgstation.Server.Host/Components/Interop/Runtime/RuntimeInformation.cs
index d5be4fddac..8b44d0f157 100644
--- a/src/Tgstation.Server.Host/Components/Interop/Runtime/RuntimeInformation.cs
+++ b/src/Tgstation.Server.Host/Components/Interop/Runtime/RuntimeInformation.cs
@@ -63,16 +63,17 @@ namespace Tgstation.Server.Host.Components.Interop.Runtime
 		/// <param name="channelsJson">The value of <see cref="RuntimeFileList.ChatChannelsJson"/>.</param>
 		/// <param name="commandsJson">The value of <see cref="RuntimeFileList.ChatCommandsJson"/>.</param>
 		/// <param name="securityLevel">The value of <see cref="SecurityLevel"/>.</param>
+		/// <param name="serverPort">The value of <see cref="ServerPort"/>.</param>
 		public RuntimeInformation(
 			IApplication application,
 			ICryptographySuite cryptographySuite,
-			IServerPortProvider portProvider,
 			IEnumerable<RuntimeTestMerge> testMerges,
 			Api.Models.Instance instance,
 			Api.Models.Internal.RevisionInformation revision,
 			string channelsJson,
 			string commandsJson,
-			DreamDaemonSecurity securityLevel)
+			DreamDaemonSecurity securityLevel,
+			ushort serverPort)
 		{
 			ServerVersion = application?.Version ?? throw new ArgumentNullException(nameof(application));
 			AccessIdentifier = cryptographySuite?.GetSecureString() ?? throw new ArgumentNullException(nameof(cryptographySuite));
@@ -82,6 +83,7 @@ namespace Tgstation.Server.Host.Components.Interop.Runtime
 			ChatChannelsJson = channelsJson ?? throw new ArgumentNullException(nameof(channelsJson));
 			ChatChannelsJson = commandsJson ?? throw new ArgumentNullException(nameof(commandsJson));
 			SecurityLevel = securityLevel;
+			ServerPort = serverPort;
 		}
 	}
 }
diff --git a/src/Tgstation.Server.Host/Components/Watchdog/SessionControllerFactory.cs b/src/Tgstation.Server.Host/Components/Watchdog/SessionControllerFactory.cs
index cbd5dc65f4..3d5e444d34 100644
--- a/src/Tgstation.Server.Host/Components/Watchdog/SessionControllerFactory.cs
+++ b/src/Tgstation.Server.Host/Components/Watchdog/SessionControllerFactory.cs
@@ -1,7 +1,6 @@
 using Byond.TopicSender;
 using Microsoft.Extensions.Logging;
 using Newtonsoft.Json;
-using Newtonsoft.Json.Serialization;
 using System;
 using System.Globalization;
 using System.Linq;
@@ -76,6 +75,11 @@ namespace Tgstation.Server.Host.Components.Watchdog
 		/// </summary>
 		readonly IBridgeRegistrar bridgeRegistrar;
 
+		/// <summary>
+		/// The <see cref="IServerPortProvider"/> for the <see cref="SessionControllerFactory"/>.
+		/// </summary>
+		readonly IServerPortProvider serverPortProvider;
+
 		/// <summary>
 		/// The <see cref="ILoggerFactory"/> for the <see cref="SessionControllerFactory"/>
 		/// </summary>
@@ -120,6 +124,7 @@ namespace Tgstation.Server.Host.Components.Watchdog
 		/// <param name="networkPromptReaper">The value of <see cref="networkPromptReaper"/></param>
 		/// <param name="platformIdentifier">The value of <see cref="platformIdentifier"/></param>
 		/// <param name="bridgeRegistrar">The value of <see cref="bridgeRegistrar"/>.</param>
+		/// <param name="serverPortProvider">The value of <see cref="serverPortProvider"/>.</param>
 		/// <param name="loggerFactory">The value of <see cref="loggerFactory"/></param>
 		public SessionControllerFactory(
 			IProcessExecutor processExecutor,
@@ -132,6 +137,7 @@ namespace Tgstation.Server.Host.Components.Watchdog
 			INetworkPromptReaper networkPromptReaper,
 			IPlatformIdentifier platformIdentifier,
 			IBridgeRegistrar bridgeRegistrar,
+			IServerPortProvider serverPortProvider,
 			ILoggerFactory loggerFactory,
 			Api.Models.Instance instance)
 		{
@@ -146,6 +152,7 @@ namespace Tgstation.Server.Host.Components.Watchdog
 			this.networkPromptReaper = networkPromptReaper ?? throw new ArgumentNullException(nameof(networkPromptReaper));
 			this.platformIdentifier = platformIdentifier ?? throw new ArgumentNullException(nameof(platformIdentifier));
 			this.bridgeRegistrar = bridgeRegistrar ?? throw new ArgumentNullException(nameof(bridgeRegistrar));
+			this.serverPortProvider = serverPortProvider ?? throw new ArgumentNullException(nameof(serverPortProvider));
 			this.loggerFactory = loggerFactory ?? throw new ArgumentNullException(nameof(loggerFactory));
 		}
 
@@ -212,7 +219,8 @@ namespace Tgstation.Server.Host.Components.Watchdog
 				revisionInfo,
 				JsonFile("chat_channels"),
 				JsonFile("chat_commands"),
-				securityLevelToUse);
+				securityLevelToUse,
+				await serverPortProvider.HttpApiPort.ConfigureAwait(false));
 
 			var interopJsonFile = JsonFile("interop");
 
diff --git a/src/Tgstation.Server.Host/Core/Application.cs b/src/Tgstation.Server.Host/Core/Application.cs
index 55021ccf9f..cc11929724 100644
--- a/src/Tgstation.Server.Host/Core/Application.cs
+++ b/src/Tgstation.Server.Host/Core/Application.cs
@@ -4,6 +4,7 @@ using Microsoft.AspNetCore.Authentication.JwtBearer;
 using Microsoft.AspNetCore.Builder;
 using Microsoft.AspNetCore.Cors.Infrastructure;
 using Microsoft.AspNetCore.Hosting;
+using Microsoft.AspNetCore.Hosting.Server.Features;
 using Microsoft.AspNetCore.Identity;
 using Microsoft.AspNetCore.Mvc;
 using Microsoft.Extensions.Configuration;
@@ -340,6 +341,7 @@ namespace Tgstation.Server.Host.Core
 			services.AddSingleton<ISynchronousIOManager, SynchronousIOManager>();
 			services.AddSingleton<IGitHubClientFactory, GitHubClientFactory>();
 			services.AddSingleton<IProcessExecutor, ProcessExecutor>();
+			services.AddSingleton<IServerPortProvider, ServerPortProivder>();
 			services.AddSingleton<IByondTopicSender>(new ByondTopicSender
 			{
 				ReceiveTimeout = generalConfiguration.ByondTopicTimeout,
@@ -373,6 +375,7 @@ namespace Tgstation.Server.Host.Core
 			IApplicationBuilder applicationBuilder,
 			IServerControl serverControl,
 			ITokenFactory tokenFactory,
+			IServerPortProvider serverPortProvider,
 			IOptions<ControlPanelConfiguration> controlPanelConfigurationOptions,
 			IOptions<GeneralConfiguration> generalConfigurationOptions,
 			ILogger<Application> logger)
@@ -384,6 +387,12 @@ namespace Tgstation.Server.Host.Core
 
 			this.tokenFactory = tokenFactory ?? throw new ArgumentNullException(nameof(tokenFactory));
 
+			if (serverPortProvider == null)
+				throw new ArgumentNullException(nameof(serverPortProvider));
+
+			var addressFeature = applicationBuilder?.ServerFeatures.Get<IServerAddressesFeature>();
+			serverPortProvider.Configure(addressFeature);
+
 			var controlPanelConfiguration = controlPanelConfigurationOptions?.Value ?? throw new ArgumentNullException(nameof(controlPanelConfigurationOptions));
 			var generalConfiguration = generalConfigurationOptions?.Value ?? throw new ArgumentNullException(nameof(generalConfigurationOptions));
 
diff --git a/src/Tgstation.Server.Host/Core/IServerPortProvider.cs b/src/Tgstation.Server.Host/Core/IServerPortProvider.cs
new file mode 100644
index 0000000000..c1f98d4ab8
--- /dev/null
+++ b/src/Tgstation.Server.Host/Core/IServerPortProvider.cs
@@ -0,0 +1,22 @@
+using Microsoft.AspNetCore.Hosting.Server.Features;
+using System.Threading.Tasks;
+
+namespace Tgstation.Server.Host.Core
+{
+	/// <summary>
+	/// Provides access to the server's <see cref="HttpApiPort"/>.
+	/// </summary>
+	interface IServerPortProvider
+	{
+		/// <summary>
+		/// A <see cref="Task{TResult}"/> resulting in the port the server listens on.
+		/// </summary>
+		Task<ushort> HttpApiPort { get; }
+
+		/// <summary>
+		/// Configures the <see cref="ServerPortProivder"/>.
+		/// </summary>
+		/// <param name="addressFeature">The <see cref="IServerAddressesFeature"/> to use.</param>
+		void Configure(IServerAddressesFeature addressFeature);
+	}
+}
diff --git a/src/Tgstation.Server.Host/Core/ServerPortProivder.cs b/src/Tgstation.Server.Host/Core/ServerPortProivder.cs
new file mode 100644
index 0000000000..cbc90ebc03
--- /dev/null
+++ b/src/Tgstation.Server.Host/Core/ServerPortProivder.cs
@@ -0,0 +1,65 @@
+using Microsoft.AspNetCore.Hosting.Server.Features;
+using System;
+using System.Linq;
+using System.Threading.Tasks;
+
+namespace Tgstation.Server.Host.Core
+{
+	/// <inheritdoc />
+	sealed class ServerPortProivder : IServerPortProvider
+	{
+		/// <inheritdoc />
+		public Task<ushort> HttpApiPort => taskCompletionSource.Task;
+
+		/// <summary>
+		/// Backing <see cref="TaskCompletionSource{TResult}"/> field for <see cref="HttpApiPort"/>/
+		/// </summary>
+		readonly TaskCompletionSource<ushort> taskCompletionSource;
+
+		/// <summary>
+		/// In
+		/// </summary>
+		public ServerPortProivder()
+		{
+			taskCompletionSource = new TaskCompletionSource<ushort>();
+		}
+
+		/// <inheritdoc />
+		public void Configure(IServerAddressesFeature addressFeature)
+		{
+			if (addressFeature == null)
+				throw new ArgumentNullException(nameof(addressFeature));
+
+			var enumerator = addressFeature.Addresses.Select(GetPortFromAddress);
+			var newPort = enumerator.FirstOrDefault(x => x.HasValue);
+
+			if(!newPort.HasValue)
+				throw new InvalidOperationException("At least one plain HTTP endpoint must be configured. Neded for BYOND -> Server communications!");
+
+			if (!addressFeature.Addresses.Select(GetPortFromAddress).All(x => !x.HasValue || x == newPort))
+				throw new InvalidOperationException("All configured HTTP server addresses must use the same port!");
+
+			// Will fail if set twice
+			taskCompletionSource.SetResult(newPort.Value);
+		}
+
+		/// <summary>
+		/// Convert a given <paramref name="address"/> to its port.
+		/// </summary>
+		/// <param name="address">The address <see cref="string"/>.</param>
+		/// <returns>The parsed port.</returns>
+		static ushort? GetPortFromAddress(string address)
+		{
+			var splits = address.Split(":", StringSplitOptions.RemoveEmptyEntries);
+			if (splits.First().Equals("https", StringComparison.OrdinalIgnoreCase))
+				return null;
+
+			var portString = splits.Last();
+			portString = portString.TrimEnd('/');
+			if (UInt16.TryParse(portString, out var result))
+				return result;
+
+			return null;
+		}
+	}
+}