diff --git a/src/Tye.Hosting/Model/ServiceBinding.cs b/src/Tye.Hosting/Model/ServiceBinding.cs
index 8f067f1e..61092e49 100644
--- a/src/Tye.Hosting/Model/ServiceBinding.cs
+++ b/src/Tye.Hosting/Model/ServiceBinding.cs
@@ -8,6 +8,7 @@ namespace Tye.Hosting.Model
     {
         public string? Name { get; set; }
         public string? ConnectionString { get; set; }
+        public bool AutoAssignPort { get; set; }
         public int? Port { get; set; }
         public int? InternalPort { get; set; }
         public string? Host { get; set; }
diff --git a/src/Tye.Hosting/ProxyService.cs b/src/Tye.Hosting/ProxyService.cs
index 212d4076..e2d3a61b 100644
--- a/src/Tye.Hosting/ProxyService.cs
+++ b/src/Tye.Hosting/ProxyService.cs
@@ -59,11 +59,16 @@ namespace Tye.Hosting
 
                                 foreach (var binding in service.Description.Bindings)
                                 {
-                                    if (binding.Port == null)
+                                    if (binding.Port == null && !binding.AutoAssignPort)
                                     {
                                         continue;
                                     }
 
+                                    if (binding.Port == null)
+                                    {
+                                        binding.Port = GetNextPort();
+                                    }
+
                                     if (service.Description.Replicas == 1)
                                     {
                                         // No need to proxy
@@ -80,7 +85,12 @@ namespace Tye.Hosting
                                         ports.Add(port);
                                     }
 
-                                    _logger.LogInformation("Mapping external port {ExternalPort} to internal port(s) {InternalPorts} for {ServiceName}", binding.Port, string.Join(", ", ports.Select(p => p.ToString())), service.Description.Name);
+                                    _logger.LogInformation(
+                                        "Mapping external port {ExternalPort} to internal port(s) {InternalPorts} for {ServiceName} binding {BindingName}", 
+                                        binding.Port, 
+                                        string.Join(", ", ports.Select(p => p.ToString())), 
+                                        service.Description.Name,
+                                        binding.Name ?? binding.Protocol);
 
                                     service.PortMap[binding.Port.Value] = ports;
 
diff --git a/src/tye/ConfigModel/ConfigApplication.cs b/src/tye/ConfigModel/ConfigApplication.cs
index fa6b460e..855380b9 100644
--- a/src/tye/ConfigModel/ConfigApplication.cs
+++ b/src/tye/ConfigModel/ConfigApplication.cs
@@ -60,6 +60,7 @@ namespace Tye.ConfigModel
                     {
                         ConnectionString = binding.ConnectionString,
                         Host = binding.Host,
+                        AutoAssignPort = binding.AutoAssignPort,
                         InternalPort = binding.InternalPort,
                         Name = binding.Name,
                         Port = binding.Port,
diff --git a/src/tye/ConfigModel/ConfigFactory.cs b/src/tye/ConfigModel/ConfigFactory.cs
index 9dca2876..a7485c28 100644
--- a/src/tye/ConfigModel/ConfigFactory.cs
+++ b/src/tye/ConfigModel/ConfigFactory.cs
@@ -157,7 +157,10 @@ namespace Tye.ConfigModel
                     var uri = new Uri(address);
                     service.Bindings.Add(new ConfigServiceBinding()
                     {
-                        Port = uri.Port,
+                        // Don't use ports from launch profiles. These are very likely to be the same defaults (5000, 5001) 
+                        // that were generated when the project was created, and so they will almost always conflict
+                        // between multiple apps.
+                        AutoAssignPort = true,
                         Protocol = uri.Scheme
                     });
                 }
diff --git a/src/tye/ConfigModel/ConfigServiceBinding.cs b/src/tye/ConfigModel/ConfigServiceBinding.cs
index 1e37798e..880ffa3c 100644
--- a/src/tye/ConfigModel/ConfigServiceBinding.cs
+++ b/src/tye/ConfigModel/ConfigServiceBinding.cs
@@ -8,6 +8,7 @@ namespace Tye.ConfigModel
     {
         public string? Name { get; set; }
         public string? ConnectionString { get; set; }
+        public bool AutoAssignPort { get; set; }
         public int? Port { get; set; }
         public int? InternalPort { get; set; }
         public string? Host { get; set; }