diff --git a/.gitignore b/.gitignore
index bedab7a..013c941 100644
--- a/.gitignore
+++ b/.gitignore
@@ -3,4 +3,5 @@ bin/
 .env
 *.env
 storage/
-tmp.json
\ No newline at end of file
+tmp.json
+tmp*.json
\ No newline at end of file
diff --git a/Management.Web/Pages/Index.razor b/Management.Web/Pages/Index.razor
index 6ba5d79..da91c03 100644
--- a/Management.Web/Pages/Index.razor
+++ b/Management.Web/Pages/Index.razor
@@ -95,6 +95,13 @@
     >
       Sync With Canvas
     </button>
+    <a 
+      class="btn btn-outline-secondary"
+      target="_blank"
+      href="@($"{Environment.GetEnvironmentVariable("CANVAS_URL")}/courses/{planner.LocalCourse.CanvasId}")"
+    >
+      View In Canvas
+    </a>
 
     @if(planner.LoadingCanvasData)
     {
diff --git a/Management.Web/Program.cs b/Management.Web/Program.cs
index 054e707..2bb3584 100644
--- a/Management.Web/Program.cs
+++ b/Management.Web/Program.cs
@@ -6,6 +6,7 @@ global using CanvasModel.EnrollmentTerms;
 global using CanvasModel.Courses;
 global using CanvasModel;
 global using LocalModels;
+global using Management.Planner;
 global using Management.Web.Shared.Components;
 global using Management.Web.Shared.Course;
 
@@ -17,6 +18,16 @@ DotEnv.Load();
 
 var builder = WebApplication.CreateBuilder(args);
 
+var canvas_token = Environment.GetEnvironmentVariable("CANVAS_TOKEN");
+if (canvas_token == null)
+  throw new Exception("CANVAS_TOKEN is null");
+var canvas_url = Environment.GetEnvironmentVariable("CANVAS_URL");
+if (canvas_url == null)
+{
+  Console.WriteLine("CANVAS_URL is null, defaulting to https://snow.instructure.com");
+  Environment.SetEnvironmentVariable("CANVAS_URL", "https://snow.instructure.com");
+}
+
 // Add services to the container.
 builder.Services.AddRazorPages();
 builder.Services.AddServerSideBlazor();
diff --git a/Management.Web/Shared/CurrentFiles.razor b/Management.Web/Shared/CurrentFiles.razor
index 97fa7e4..48a3e3a 100644
--- a/Management.Web/Shared/CurrentFiles.razor
+++ b/Management.Web/Shared/CurrentFiles.razor
@@ -16,7 +16,6 @@
 }
 
 <div class="text-center">
-
   @if (localCourses != null)
   {
     <h3 >Stored Courses</h3>
diff --git a/Management.Web/Shared/Module/Assignment/AssignmentForm/AssignmentForm.razor b/Management.Web/Shared/Module/Assignment/AssignmentForm/AssignmentForm.razor
index 1bc6536..b966cda 100644
--- a/Management.Web/Shared/Module/Assignment/AssignmentForm/AssignmentForm.razor
+++ b/Management.Web/Shared/Module/Assignment/AssignmentForm/AssignmentForm.razor
@@ -31,7 +31,7 @@
   private string name { get; set; } = String.Empty;
   private bool lockAtDueDate { get; set; }
   private IEnumerable<RubricItem> rubric { get; set; } = Enumerable.Empty<RubricItem>();
-  private IEnumerable<SubmissionType> submissionTypes { get; set; } = Enumerable.Empty<SubmissionType>();
+  private IEnumerable<string> submissionTypes { get; set; } = Enumerable.Empty<string>();
 
   protected override void OnParametersSet()
   {
diff --git a/Management.Web/Shared/Module/Assignment/AssignmentForm/SubmissionTypeSelector.razor b/Management.Web/Shared/Module/Assignment/AssignmentForm/SubmissionTypeSelector.razor
index a90bb1d..bdd3b69 100644
--- a/Management.Web/Shared/Module/Assignment/AssignmentForm/SubmissionTypeSelector.razor
+++ b/Management.Web/Shared/Module/Assignment/AssignmentForm/SubmissionTypeSelector.razor
@@ -1,11 +1,13 @@
+@using System.Reflection
+
 @code 
 {
   [Parameter, EditorRequired]
-  public IEnumerable<SubmissionType> Types { get; set; } = Enumerable.Empty<SubmissionType>();
+  public IEnumerable<string> Types { get; set; } = Enumerable.Empty<string>();
 
   [Parameter, EditorRequired]
-  public Action<IEnumerable<SubmissionType>> SetTypes { get; set; } = (_) => {};
-  private string getLabel(SubmissionType type)
+  public Action<IEnumerable<string>> SetTypes { get; set; } = (_) => {};
+  private string getLabel(string type)
   {
     return type.ToString().Replace("_", "") + "switch";
   }
@@ -14,7 +16,7 @@
 <h5>Submission Types</h5>
 <div class="row">
 
-@foreach (var submissionType in (SubmissionType[])Enum.GetValues(typeof(SubmissionType)))
+@foreach (var submissionType in SubmissionType.AllTypes)
 {
   <div class="col-4">
     <div class="form-check form-switch">
diff --git a/Management.Web/Shared/Module/Assignment/NewAssignment.razor b/Management.Web/Shared/Module/Assignment/NewAssignment.razor
index 5443944..0c52457 100644
--- a/Management.Web/Shared/Module/Assignment/NewAssignment.razor
+++ b/Management.Web/Shared/Module/Assignment/NewAssignment.razor
@@ -28,7 +28,7 @@
       lock_at = null,
       due_at = DateTime.Now,
       points_possible = 10,
-      submission_types = new SubmissionType[] { SubmissionType.online_text_entry }
+      submission_types = new string[] { SubmissionType.online_text_entry }
     };
 
     if(planner.LocalCourse != null)
diff --git a/Management.Web/Shared/Semester/AssignmentInDay.razor b/Management.Web/Shared/Semester/AssignmentInDay.razor
index 732824a..b56a6cf 100644
--- a/Management.Web/Shared/Semester/AssignmentInDay.razor
+++ b/Management.Web/Shared/Semester/AssignmentInDay.razor
@@ -6,6 +6,18 @@
   [Parameter]
   [EditorRequired]
   public LocalAssignment Assignment { get; set; } = new();
+  protected override void OnInitialized()
+  {
+    planner.StateHasChanged += reload;
+  }
+  private void reload()
+  {
+    this.InvokeAsync(this.StateHasChanged);
+  }
+  public void Dispose()
+  {
+    planner.StateHasChanged -= reload;
+  }
 
   private void dropOnDate(DateTime dropDate)
   {
diff --git a/Management/Features/Configuration/CoursePlanner.cs b/Management/Features/Configuration/CoursePlanner.cs
index 62120de..eb4766b 100644
--- a/Management/Features/Configuration/CoursePlanner.cs
+++ b/Management/Features/Configuration/CoursePlanner.cs
@@ -7,6 +7,8 @@ using CanvasModel.Modules;
 using Management.Services.Canvas;
 using System.Text.RegularExpressions;
 
+namespace Management.Planner;
+
 public class CoursePlanner
 {
   private readonly YamlManager yamlManager;
@@ -32,7 +34,8 @@ public class CoursePlanner
         return;
       }
 
-      var verifiedCourse = cleanupCourse(value);
+      var verifiedCourse = value.GeneralCourseCleanup();
+
       // ignore initial load of course
       if (_localCourse != null)
       {
@@ -44,53 +47,34 @@ public class CoursePlanner
   }
   public event Action? StateHasChanged;
 
-  private LocalCourse cleanupCourse(LocalCourse incomingCourse)
-  {
-    var modulesWithUniqueAssignments = incomingCourse.Modules.Select(
-      module => module with { Assignments = module.Assignments.DistinctBy(a => a.id) }
-    );
+  public IEnumerable<CanvasAssignment>? CanvasAssignments { get; internal set; }
+  public IEnumerable<CanvasModule>? CanvasModules { get; internal set; }
+  public Dictionary<ulong, IEnumerable<CanvasModuleItem>>? CanvasModulesItems { get; internal set; }
 
-    return incomingCourse with
-    {
-      Modules = modulesWithUniqueAssignments
-    };
-  }
-
-  private IEnumerable<CanvasAssignment>? canvasAssignments = null;
-
-  public IEnumerable<CanvasAssignment>? CanvasAssignments
-  {
-    get => canvasAssignments;
-    set
-    {
-      canvasAssignments = value;
-      StateHasChanged?.Invoke();
-    }
-  }
-  private IEnumerable<CanvasModule>? canvasModules = null;
-  public IEnumerable<CanvasModule>? CanvasModules
-  {
-    get => canvasModules;
-    set
-    {
-      canvasModules = value;
-      StateHasChanged?.Invoke();
-    }
-  }
-
-  public async Task LoadCanvasData()
+  public async Task<(
+    IEnumerable<CanvasAssignment> CanvasAssignments,
+    IEnumerable<CanvasModule> CanvasModules,
+    Dictionary<ulong, IEnumerable<CanvasModuleItem>> CanvasModulesItems
+  )> LoadCanvasData()
   {
     LoadingCanvasData = true;
     StateHasChanged?.Invoke();
 
-    Thread.Sleep(1000);
     var canvasId =
       LocalCourse?.CanvasId ?? throw new Exception("no canvas id found for selected course");
-    CanvasAssignments = await canvas.Assignments.GetAll(canvasId);
-    CanvasModules = await canvas.GetModules(canvasId);
+
+    var assignmentsTask = canvas.Assignments.GetAll(canvasId);
+    var modulesTask = canvas.GetModules(canvasId);
+
+    CanvasAssignments = await assignmentsTask;
+    CanvasModules = await modulesTask;
+
+    CanvasModulesItems = await canvas.GetAllModulesItems(canvasId, CanvasModules);
+    // Console.WriteLine(JsonSerializer.Serialize(CanvasModulesItems));
 
     LoadingCanvasData = false;
     StateHasChanged?.Invoke();
+    return (CanvasAssignments, CanvasModules, CanvasModulesItems);
   }
 
   public async Task SyncWithCanvas()
@@ -107,22 +91,31 @@ public class CoursePlanner
     LoadingCanvasData = true;
     StateHasChanged?.Invoke();
 
+    var (canvasAssignments, canvasModules, canvasModuleItems) = await LoadCanvasData();
+    LocalCourse = LocalCourse.deleteCanvasIdsThatNoLongerExist(canvasModules, canvasAssignments);
+
     var canvasId =
       LocalCourse.CanvasId ?? throw new Exception("no course canvas id to sync with canvas");
-    await ensureAllModulesCreated(canvasId);
-    await reloadModules_UpdateLocalModulesWithNewId(canvasId);
+
+    await ensureAllModulesExistInCanvas(canvasId);
+    CanvasModules = await canvas.GetModules(canvasId);
+    await sortCanvasModules(canvasId);
+    CanvasModulesItems = await canvas.GetAllModulesItems(canvasId, CanvasModules);
+
+    await syncModulesWithCanvasData(canvasId);
 
     await syncAssignmentsWithCanvas(canvasId);
-
     CanvasAssignments = await canvas.Assignments.GetAll(canvasId);
-    CanvasModules = await canvas.GetModules(canvasId);
+
+    await syncModuleItemsWithCanvas(canvasId);
+    CanvasModulesItems = await canvas.GetAllModulesItems(canvasId, CanvasModules);
 
     LoadingCanvasData = false;
     StateHasChanged?.Invoke();
     Console.WriteLine("done syncing with canvas\n");
   }
 
-  private async Task reloadModules_UpdateLocalModulesWithNewId(ulong canvasId)
+  private async Task syncModulesWithCanvasData(ulong canvasId)
   {
     if (LocalCourse == null)
       return;
@@ -138,7 +131,7 @@ public class CoursePlanner
     };
   }
 
-  private async Task ensureAllModulesCreated(ulong canvasId)
+  private async Task ensureAllModulesExistInCanvas(ulong canvasId)
   {
     if (LocalCourse == null || CanvasModules == null)
       return;
@@ -153,6 +146,27 @@ public class CoursePlanner
     }
   }
 
+  private async Task sortCanvasModules(ulong canvasId)
+  {
+    if (LocalCourse == null)
+      throw new Exception("cannot sort modules, no course selected");
+    if (CanvasModules == null)
+      throw new Exception("cannot sort modules, no canvas modules loaded");
+
+    var currentCanvasPositions = CanvasModules.ToDictionary(m => m.Id, m => m.Position);
+    foreach (var (localModule, i) in LocalCourse.Modules.Select((m, i) => (m, i)))
+    {
+      var correctPosition = i + 1;
+      var moduleCanvasId =
+        localModule.CanvasId ?? throw new Exception("cannot sort module if no module canvas id");
+      var currentCanvasPosition = currentCanvasPositions[moduleCanvasId];
+      if (currentCanvasPosition != correctPosition)
+      {
+        await canvas.UpdateModule(canvasId, moduleCanvasId, localModule.Name, correctPosition);
+      }
+    }
+  }
+
   private async Task syncAssignmentsWithCanvas(ulong canvasId)
   {
     if (
@@ -205,11 +219,7 @@ public class CoursePlanner
     }
     else
     {
-      return await canvas.Assignments.Create(
-        canvasId,
-        localAssignment,
-        localHtmlDescription
-      );
+      return await canvas.Assignments.Create(canvasId, localAssignment, localHtmlDescription);
     }
   }
 
@@ -284,6 +294,94 @@ public class CoursePlanner
       || !submissionTypesSame;
   }
 
+  private async Task syncModuleItemsWithCanvas(ulong canvasId)
+  {
+    if (LocalCourse == null)
+      throw new Exception("cannot sync modules without localcourse selected");
+    if (CanvasModulesItems == null)
+      throw new Exception("cannot sync modules with canvas if they are not loaded in the variable");
+
+    foreach (var localModule in LocalCourse.Modules)
+    {
+      var moduleCanvasId =
+        localModule.CanvasId
+        ?? throw new Exception("cannot sync canvas modules items if module not synced with canvas");
+
+      bool anyUpdated = await ensureAllItemsCreated(canvasId, localModule, moduleCanvasId);
+
+      var canvasModuleItems = anyUpdated
+        ? await canvas.GetModuleItems(canvasId, moduleCanvasId)
+        : CanvasModulesItems[moduleCanvasId];
+
+      await sortModuleItems(canvasId, localModule, moduleCanvasId, canvasModuleItems);
+    }
+  }
+
+  private async Task sortModuleItems(
+    ulong canvasId,
+    LocalModule localModule,
+    ulong moduleCanvasId,
+    IEnumerable<CanvasModuleItem> canvasModuleItems
+  )
+  {
+    var localItemsWithCorrectOrder = localModule.Assignments
+      .OrderBy(a => a.due_at)
+      .Select((a, i) => (Assignment: a, Position: i + 1));
+
+    var canvasContentIdsByCurrentPosition =
+      canvasModuleItems.ToDictionary(item => item.Position, item => item.ContentId)
+      ?? new Dictionary<int, ulong?>();
+
+    foreach (var (localAssignment, position) in localItemsWithCorrectOrder)
+    {
+      var itemIsInCorrectOrder =
+        canvasContentIdsByCurrentPosition.ContainsKey(position)
+        && canvasContentIdsByCurrentPosition[position] == localAssignment.canvasId;
+
+      var currentCanvasItem = canvasModuleItems.First(i => i.ContentId == localAssignment.canvasId);
+      if (!itemIsInCorrectOrder)
+      {
+        await canvas.UpdateModuleItem(
+          canvasId,
+          moduleCanvasId,
+          currentCanvasItem with
+          {
+            Position = position
+          }
+        );
+      }
+    }
+  }
+
+  private async Task<bool> ensureAllItemsCreated(
+    ulong canvasId,
+    LocalModule localModule,
+    ulong moduleCanvasId
+  )
+  {
+    var anyUpdated = false;
+    foreach (var localAssignment in localModule.Assignments)
+    {
+      var canvasModuleItemContentIds = CanvasModulesItems[moduleCanvasId].Select(i => i.ContentId);
+      if (!canvasModuleItemContentIds.Contains(localAssignment.canvasId))
+      {
+        var canvasAssignmentId =
+          localAssignment.canvasId
+          ?? throw new Exception("cannot create module item if assignment does not have canvas id");
+        await canvas.CreateModuleItem(
+          canvasId,
+          moduleCanvasId,
+          localAssignment.name,
+          "Assignment",
+          canvasAssignmentId
+        );
+        anyUpdated = true;
+      }
+    }
+
+    return anyUpdated;
+  }
+
   public void Clear()
   {
     LocalCourse = null;
diff --git a/Management/Features/Configuration/CoursePlannerExtensions.cs b/Management/Features/Configuration/CoursePlannerExtensions.cs
new file mode 100644
index 0000000..c08d7c7
--- /dev/null
+++ b/Management/Features/Configuration/CoursePlannerExtensions.cs
@@ -0,0 +1,83 @@
+using CanvasModel.Assignments;
+using CanvasModel.Modules;
+using LocalModels;
+
+namespace Management.Planner;
+
+public static class CoursePlannerExtensions
+{
+  public static LocalCourse GeneralCourseCleanup(this LocalCourse incomingCourse)
+  {
+    var modulesWithUniqueAssignments = incomingCourse.Modules.Select(
+      module =>
+        module with
+        {
+          Assignments = module.Assignments.OrderBy(a => a.due_at).DistinctBy(a => a.id)
+        }
+    );
+
+    return incomingCourse with
+    {
+      Modules = modulesWithUniqueAssignments
+    };
+  }
+
+  public static LocalCourse deleteCanvasIdsThatNoLongerExist(
+    this LocalCourse localCourse,
+    IEnumerable<CanvasModule> canvasModules,
+    IEnumerable<CanvasAssignment> canvasAssignments
+  )
+  {
+    Console.WriteLine("checking canvas ids still exist");
+
+    var correctedModules = localCourse.Modules
+      .Select((m) => m.validateCanvasIds(canvasModules, canvasAssignments))
+      .ToArray();
+
+    return localCourse with
+    {
+      Modules = correctedModules
+    };
+  }
+
+  private static LocalModule validateCanvasIds(
+    this LocalModule module,
+    IEnumerable<CanvasModule> canvasModules,
+    IEnumerable<CanvasAssignment> canvasAssignments
+  )
+  {
+    var moduleIdInCanvas = canvasModules.FirstOrDefault(m => m.Id == module.CanvasId) != null;
+    var moduleWithAssignments = module with
+    {
+      Assignments = module.Assignments
+        .Select((a) => a.validateAssignmentForCanvasId(canvasAssignments))
+        .ToArray()
+    };
+
+    if (!moduleIdInCanvas)
+    {
+      Console.WriteLine(
+        $"no id in canvas for module, removing old canvas id: {moduleWithAssignments.Name}"
+      );
+      return moduleWithAssignments with { CanvasId = null };
+    }
+    return moduleWithAssignments;
+  }
+
+  private static LocalAssignment validateAssignmentForCanvasId(
+    this LocalAssignment assignment,
+    IEnumerable<CanvasAssignment> canvasAssignments
+  )
+  {
+    var assignmentIdInCanvas =
+      canvasAssignments.FirstOrDefault(ca => ca.Id == assignment.canvasId) != null;
+    if (!assignmentIdInCanvas)
+    {
+      Console.WriteLine(
+        $"no id in canvas for assignment, removing old canvas id: {assignment.name}"
+      );
+      return assignment with { canvasId = null };
+    }
+    return assignment;
+  }
+}
diff --git a/Management/Models/CanvasModels/Modules/CanvasModuleItem.cs b/Management/Models/CanvasModels/Modules/CanvasModuleItem.cs
index bb2cdda..1a9135b 100644
--- a/Management/Models/CanvasModels/Modules/CanvasModuleItem.cs
+++ b/Management/Models/CanvasModels/Modules/CanvasModuleItem.cs
@@ -3,7 +3,7 @@ namespace CanvasModel.Modules;
 public record CanvasModuleItem(
   [property: JsonPropertyName("id")] ulong Id,
   [property: JsonPropertyName("module_id")] ulong ModuleId,
-  [property: JsonPropertyName("position")] uint Position,
+  [property: JsonPropertyName("position")] int Position,
   [property: JsonPropertyName("title")] string Title,
   [property: JsonPropertyName("indent")] uint? Indent,
   [property: JsonPropertyName("type")] string Type,
@@ -17,4 +17,4 @@ public record CanvasModuleItem(
   [property: JsonPropertyName("completion_requirement")]
     CanvasCompletionRequirement? CompletionRequirement,
   [property: JsonPropertyName("published")] bool? Published
-);
+);
\ No newline at end of file
diff --git a/Management/Models/Local/LocalAssignment.cs b/Management/Models/Local/LocalAssignment.cs
index 3606b3f..94817d0 100644
--- a/Management/Models/Local/LocalAssignment.cs
+++ b/Management/Models/Local/LocalAssignment.cs
@@ -8,24 +8,37 @@ public record RubricItem
   public int Points { get; set; } = 0;
 }
 
-public enum SubmissionType
+public static class SubmissionType
 {
-  online_text_entry,
-  online_upload,
-  online_quiz,
-  on_paper,
-  discussion_topic,
-  external_tool,
-  online_url,
-  media_recording,
-  student_annotation,
-  none,
+  public static readonly string online_text_entry = "online_text_entry";
+  public static readonly string online_upload = "online_upload";
+  public static readonly string online_quiz = "online_quiz";
+  public static readonly string on_paper = "on_paper";
+  public static readonly string discussion_topic = "discussion_topic";
+  public static readonly string external_tool = "external_tool";
+  public static readonly string online_url = "online_url";
+  public static readonly string media_recording = "media_recording";
+  public static readonly string student_annotation = "student_annotation";
+  public static readonly string none = "none";
+  public static readonly IEnumerable<string> AllTypes = new string[]
+  {
+    SubmissionType.online_text_entry,
+    SubmissionType.online_upload,
+    SubmissionType.online_quiz,
+    SubmissionType.on_paper,
+    SubmissionType.discussion_topic,
+    SubmissionType.external_tool,
+    SubmissionType.online_url,
+    SubmissionType.media_recording,
+    SubmissionType.student_annotation,
+    SubmissionType.none,
+  };
 }
 
 public record LocalAssignment
 {
   public string id { get; init; } = "";
-  public ulong? canvasId = null;
+  public ulong? canvasId { get; init; } = null;
   public string name { get; init; } = "";
   public string description { get; init; } = "";
   public bool use_template { get; init; } = false;
@@ -37,7 +50,7 @@ public record LocalAssignment
   public DateTime? lock_at { get; init; }
   public DateTime due_at { get; init; }
   public int points_possible { get; init; }
-  public IEnumerable<SubmissionType> submission_types { get; init; } = new SubmissionType[] { };
+  public IEnumerable<string> submission_types { get; init; } = new string[] { };
 
   public string GetRubricHtml()
   {
diff --git a/Management/Services/Canvas/CanvasAssignmentService.cs b/Management/Services/Canvas/CanvasAssignmentService.cs
index 5bd8c3f..1f7562c 100644
--- a/Management/Services/Canvas/CanvasAssignmentService.cs
+++ b/Management/Services/Canvas/CanvasAssignmentService.cs
@@ -52,12 +52,14 @@ public class CanvasAssignmentService
     if (canvasAssignment == null)
       throw new Exception("created canvas assignment was null");
 
-    await CreateRubric(courseId, localAssignment);
-
-    return localAssignment with
+    var updatedLocalAssignment = localAssignment with
     {
       canvasId = canvasAssignment.Id
     };
+
+    await CreateRubric(courseId, updatedLocalAssignment);
+
+    return updatedLocalAssignment;
   }
 
   public async Task Update(ulong courseId, LocalAssignment localAssignment, string htmlDescription)
diff --git a/Management/Services/Canvas/CanvasService.cs b/Management/Services/Canvas/CanvasService.cs
index 28f85eb..1453e0c 100644
--- a/Management/Services/Canvas/CanvasService.cs
+++ b/Management/Services/Canvas/CanvasService.cs
@@ -4,6 +4,7 @@ using CanvasModel.Courses;
 using CanvasModel.EnrollmentTerms;
 using CanvasModel.Modules;
 using RestSharp;
+
 namespace Management.Services.Canvas;
 
 public class CanvasService
@@ -75,6 +76,53 @@ public class CanvasService
     await webRequestor.PostAsync(request);
   }
 
+  public async Task UpdateModule(ulong courseId, ulong moduleId, string name, int position)
+  {
+    Console.WriteLine($"Updating Module: {name}");
+    var url = $"courses/{courseId}/modules/{moduleId}";
+    var body = new { module = new { name = name, position = position } };
+    var request = new RestRequest(url);
+    request.AddBody(body);
+
+    await webRequestor.PutAsync(request);
+  }
+
+  public async Task<IEnumerable<CanvasModuleItem>> GetModuleItems(ulong courseId, ulong moduleId)
+  {
+    var url = $"courses/{courseId}/modules/{moduleId}/items";
+    var request = new RestRequest(url);
+    var (items, response) = await webRequestor.GetAsync<IEnumerable<CanvasModuleItem>>(request);
+    if (items == null)
+      throw new Exception($"Error getting canvas module items for {url}");
+    return items;
+  }
+
+  public async Task<Dictionary<ulong, IEnumerable<CanvasModuleItem>>> GetAllModulesItems(
+    ulong courseId,
+    IEnumerable<CanvasModule> modules
+  )
+  {
+    var itemsTasks = modules.Select(
+      async (m) =>
+      {
+        var items = await GetModuleItems(courseId, m.Id);
+        return (m, items);
+      }
+    );
+
+    var output = new Dictionary<ulong, IEnumerable<CanvasModuleItem>>();
+    var itemTasksResult = await Task.WhenAll(itemsTasks);
+    foreach (var (module, items) in itemTasksResult)
+    {
+      if (module == null || items == null)
+        throw new Exception(
+          "i'm not sure how we got here, but module and items are null after looking up module items"
+        );
+      output[module.Id] = items;
+    }
+    return output;
+  }
+
   public async Task<IEnumerable<EnrollmentTermModel>> GetCurrentTermsFor(
     DateTime? _queryDate = null
   )
@@ -90,4 +138,50 @@ public class CanvasService
 
     return currentTerms;
   }
+
+  public async Task UpdateModuleItem(
+    ulong canvasCourseId,
+    ulong canvasModuleId,
+    CanvasModuleItem item
+  )
+  {
+    Console.WriteLine($"updating module item {item.Title}");
+    var url = $"courses/{canvasCourseId}/modules/{canvasModuleId}/items/{item.Id}";
+    var body = new { module_item = new { title = item.Title, position = item.Position } };
+    var request = new RestRequest(url);
+    request.AddBody(body);
+    request.AddHeader("Content-Type", "application/json");
+
+    var (newItem, response) = await webRequestor.PutAsync<CanvasModuleItem>(request);
+    if (newItem == null)
+      throw new Exception("something went wrong updating module item");
+  }
+
+  public async Task CreateModuleItem(
+    ulong canvasCourseId,
+    ulong canvasModuleId,
+    string title,
+    string type,
+    ulong contentId
+  )
+  {
+    Console.WriteLine($"creating new module item {title}");
+    var url = $"courses/{canvasCourseId}/modules/{canvasModuleId}/items";
+    var body = new
+    {
+      module_item = new
+      {
+        title = title,
+        type = type.ToString(),
+        content_id = contentId,
+      }
+    };
+    var request = new RestRequest(url);
+    request.AddBody(body);
+    request.AddHeader("Content-Type", "application/json");
+
+    var (newItem, response) = await webRequestor.PostAsync<CanvasModuleItem>(request);
+    if (newItem == null)
+      throw new Exception("something went wrong updating module item");
+  }
 }
diff --git a/Management/Services/WebRequestor.cs b/Management/Services/WebRequestor.cs
index 85c22a0..0044119 100644
--- a/Management/Services/WebRequestor.cs
+++ b/Management/Services/WebRequestor.cs
@@ -2,7 +2,7 @@ using RestSharp;
 
 public class WebRequestor : IWebRequestor
 {
-  private const string BaseUrl = "https://snow.instructure.com/api/v1/";
+  private string BaseUrl = Environment.GetEnvironmentVariable("CANVAS_URL") + "/api/v1/";
   private string token;
   private RestClient client;
 
@@ -49,13 +49,13 @@ public class WebRequestor : IWebRequestor
   public async Task<RestResponse> PutAsync(RestRequest request)
   {
     var response = await client.ExecutePutAsync(request);
-    if (!response.IsSuccessful)
-    {
-      System.Console.WriteLine(response.Content);
-      System.Console.WriteLine(response.ResponseUri);
-      System.Console.WriteLine("error with response");
-      throw new Exception("error with response");
-    }
+    // if (!response.IsSuccessful)
+    // {
+    //   System.Console.WriteLine(response.Content);
+    //   System.Console.WriteLine(response.ResponseUri);
+    //   System.Console.WriteLine("error with response");
+    //   throw new Exception("error with response");
+    // }
     return response;
   }
 
@@ -79,23 +79,20 @@ public class WebRequestor : IWebRequestor
     }
     try
     {
-      try
-      {
-        var data = JsonSerializer.Deserialize<T>(response.Content!);
+      var data = JsonSerializer.Deserialize<T>(response.Content!);
 
-        if (data == null)
-        {
-          System.Console.WriteLine(response.Content);
-          System.Console.WriteLine(response.ResponseUri);
-          System.Console.WriteLine("could not parse response, got empty object");
-        }
-        return data;
-      }
-      catch (System.NotSupportedException exception)
+      if (data == null)
       {
-        Console.WriteLine(response.Content);
-        throw exception;
+        System.Console.WriteLine(response.Content);
+        System.Console.WriteLine(response.ResponseUri);
+        System.Console.WriteLine("could not parse response, got empty object");
       }
+      return data;
+    }
+    catch (System.NotSupportedException exception)
+    {
+      Console.WriteLine(response.Content);
+      throw exception;
     }
     catch (JsonException ex)
     {
diff --git a/Management/Services/YamlManager.cs b/Management/Services/YamlManager.cs
index 7f158e0..8c9ba2a 100644
--- a/Management/Services/YamlManager.cs
+++ b/Management/Services/YamlManager.cs
@@ -9,7 +9,6 @@ public class YamlManager
     var serializer = new SerializerBuilder().Build();
     var yaml = serializer.Serialize(course);
 
-    // System.Console.WriteLine(yaml);
     return yaml;
   }
 
@@ -17,8 +16,8 @@ public class YamlManager
   {
     var deserializer = new DeserializerBuilder().Build();
 
-    var person = deserializer.Deserialize<LocalCourse>(rawCourse);
-    return person;
+    var course = deserializer.Deserialize<LocalCourse>(rawCourse);
+    return course;
   }
 
   public async Task SaveCourseAsync(LocalCourse course)
@@ -44,7 +43,9 @@ public class YamlManager
     var fileNames = Directory.GetFiles(path);
 
     var courses = await Task.WhenAll(
-      fileNames.Select(async n => ParseCourse(await File.ReadAllTextAsync($"../storage/{n}")))
+      fileNames
+        .Where(name => name.EndsWith(".yml"))
+        .Select(async n => ParseCourse(await File.ReadAllTextAsync($"../storage/{n}")))
     );
     return courses;
   }