I think I mostly have an idea of how I want most of this to go

Config.cs

@@ -1,3 +1,4 @@
+using System;
 using System.Collections.Generic;
 
 namespace director
@@ -12,6 +13,7 @@ namespace director
         public string calendar_youtube { get; set; }
         public string calendar_twitch { get; set; }
         public string calendar_other { get; set; }
+        public TimeSpan preshowBufferTime { get; set; }
         public Dictionary<string, string> phase_handlers { get; set; }
     }
 }

Log.cs

@@ -0,0 +1,20 @@
+using System;
+using System.IO;
+using System.Net;
+
+public class Log
+{
+    public static string call_for_humans_discord_webhook{get;set;}
+    public static void Panic(string message)
+    {
+        Console.Error.WriteLine(message);
+        var httpWebRequest = (HttpWebRequest)WebRequest.Create(call_for_humans_discord_webhook);
+        httpWebRequest.ContentType = "application/json";
+        httpWebRequest.Method = "POST";
+        using (var streamWriter = new StreamWriter(httpWebRequest.GetRequestStream()))
+        {
+            streamWriter.Write("{\"content\":\"" + message + "\"}");
+        }
+        httpWebRequest.GetResponse();
+    }
+}

Program.cs

@@ -1,9 +1,12 @@
 using System;
+using System.Collections.Concurrent;
 using System.Collections.Generic;
 using System.IO;
 using System.Linq;
+using System.Net;
 using System.Net.Http;
 using System.Net.Http.Headers;
+using System.Threading;
 using System.Threading.Tasks;
 using franz;
 using Ical.Net;
@@ -11,6 +14,7 @@ using Ical.Net.CalendarComponents;
 using Ical.Net.DataTypes;
 using Ical.Net.Serialization;
 using Newtonsoft.Json;
+using ShowHandlers;
 
 namespace director
 {
@@ -25,14 +29,21 @@ namespace director
         private static DateTime searchEnd = DateTime.Now.AddDays(7);
         //I don't understand why the entire .net ecosystem insists on ignoring ToString(). Is it really that much fun writing a serializer factory? ...java programmers.
         private static EventSerializer ser = new EventSerializer();
+        private static readonly ConcurrentQueue<Schedulable.Schedulable> workQueue = new ConcurrentQueue<Schedulable.Schedulable>();
+        private static readonly AutoResetEvent _signal = new AutoResetEvent(false);
+        private const int concurrentWorkers = 2;
         static void Main(string[] args)
         {
             if (!File.Exists("appsettings.json"))
             {
                 Console.Error.WriteLine("appsettings.json was not found!");
+                conf = new Config();
+                File.WriteAllText("appsettings.json", JsonConvert.SerializeObject(conf, Formatting.Indented));
                 return;
             }
             conf = JsonConvert.DeserializeObject<Config>(File.ReadAllText("appsettings.json"));
+            Log.call_for_humans_discord_webhook = conf.call_for_humans_discord_webhook;
+
             httpClient = new HttpClient();
             httpClient.DefaultRequestHeaders.Authorization = new AuthenticationHeaderValue("Basic", Convert.ToBase64String(
                 System.Text.Encoding.ASCII.GetBytes($"{conf.webdav_username}:{conf.webdav_password}")));
@@ -40,16 +51,19 @@ namespace director
 
             scratch = Scratch.LoadScratch();
 
+            for (var i = 0; i < concurrentWorkers; i++)
+            {
+                Task.Run(threadwork);
+            }
             while (true)
             {
                 Task.WaitAll(
-                    //await and do next calendar task,
-                    calendarCheck(),
+                    checkCalendars(),
                     Task.Delay(calendarNaptime)
                     );
             }
         }
-        private static async Task calendarCheck()
+        private static async Task checkCalendars()
         {
             try
             {
@@ -80,10 +94,11 @@ namespace director
 
             foreach (var s in scratch.agenda)
             {
-                if (s.Showtime - DateTime.Now <= calendarNaptime)
+                if ((s.Showtime - conf.preshowBufferTime) - DateTime.Now <= calendarNaptime)
                 {
-                    Console.WriteLine("I'm an item on the agenda and showtime is near!");
-                    Console.WriteLine(s.Event);
+                    var copy = JsonConvert.DeserializeObject<Schedulable.Schedulable>(JsonConvert.SerializeObject(s));
+                    workQueue.Enqueue(copy);
+                    _signal.Set();
                 }
             }
         }
@@ -115,5 +130,39 @@ namespace director
                 }
             }
         }
+        private static void threadwork()
+        {
+            Schedulable.Schedulable todo = null;
+            while (true)
+            {
+                _signal.WaitOne(calendarNaptime);
+
+                if (!workQueue.TryDequeue(out todo)) { continue; }
+                
+                Console.WriteLine("threadwork consumes!");
+                Task.Delay(todo.Showtime - conf.preshowBufferTime - DateTime.Now);
+                Console.WriteLine("time to prep!");
+
+                switch (todo.ScedulableType)
+                {
+                    case Schedulable.ScedulableType.TwitchStream:
+                        try
+                        {
+                            // var handler = new TwitchStreamHandler();
+                            // handler.Handle();
+                        }
+                        catch(Exception e)
+                        {
+                            Log.Panic($"error in twitch stream handler! Panicking!\n{JsonConvert.SerializeObject(e)}");
+                        }
+                        break;
+                    // case Schedulable.ScedulableType.YTRelease:
+                    //     break;
+                    default:
+                        Log.Panic($"unknown schedulable type! abandoning!");
+                        break;
+                }
+            }
+        }
     }
 }

appsettings.example.json

@@ -6,5 +6,6 @@
     "webdav_password": "sw0rdf1sh",
     "calendar_youtube": "calendars/1wingedangle/youtube-channel_shared_by_adam",
     "calendar_twitch": "calendars/1wingedangle/twitch-channel_shared_by_adam",
-    "calendar_other": "calendars/1wingedangle/other_shared_by_adam"
+    "calendar_other": "calendars/1wingedangle/other_shared_by_adam",
+    "preshowBufferTime": "04:00:00"
 }

showHandlers/TwitchStreamHandler.cs

@@ -0,0 +1,18 @@
+using Ical.Net.CalendarComponents;
+
+namespace ShowHandlers
+{
+    public class TwitchStreamHandler
+    {
+        public TwitchStreamHandler(CalendarEvent evt)
+        {
+            Event = evt;
+        }
+
+        public CalendarEvent Event { get; }
+
+        public void Handle()
+        {
+        }
+    }
+}