diff --git a/src/Ombi.Schedule.Tests/PlexWatchlistImportTests.cs b/src/Ombi.Schedule.Tests/PlexWatchlistImportTests.cs
index 5e724b6f8..9537710a3 100644
--- a/src/Ombi.Schedule.Tests/PlexWatchlistImportTests.cs
+++ b/src/Ombi.Schedule.Tests/PlexWatchlistImportTests.cs
@@ -345,7 +345,6 @@ public async Task MovieRequestFromWatchList_AlreadyRequested()
         [Test]
         public async Task TvRequestFromWatchList_AlreadyRequested()
         {
-            
             _mocker.Setup<ISettingsService<PlexSettings>, Task<PlexSettings>>(x => x.GetSettingsAsync()).ReturnsAsync(new PlexSettings { Enable = true, EnableWatchlistImport = true });
             _mocker.Setup<IPlexApi, Task<PlexWatchlistContainer>>(x => x.GetWatchlist(It.IsAny<string>(), It.IsAny<CancellationToken>())).ReturnsAsync(new PlexWatchlistContainer
             {
@@ -540,5 +539,56 @@ public async Task MovieRequestFromWatchList_AlreadyImported()
             _mocker.Verify<IExternalRepository<PlexWatchlistHistory>>(x => x.Add(It.IsAny<PlexWatchlistHistory>()), Times.Never);
             _mocker.Verify<IExternalRepository<PlexWatchlistHistory>>(x => x.GetAll(), Times.Once);
         }
+
+
+        [Test]
+        public async Task TvRequestFromWatchList_RequestAllSeasons()
+        {
+
+            _mocker.Setup<ISettingsService<PlexSettings>, Task<PlexSettings>>(x => x.GetSettingsAsync()).ReturnsAsync(new PlexSettings { Enable = true, EnableWatchlistImport = true, MonitorAll = true });
+            _mocker.Setup<IPlexApi, Task<PlexWatchlistContainer>>(x => x.GetWatchlist(It.IsAny<string>(), It.IsAny<CancellationToken>())).ReturnsAsync(new PlexWatchlistContainer
+            {
+                MediaContainer = new PlexWatchlist
+                {
+                    Metadata = new List<Metadata>
+                    {
+                        new Metadata
+                        {
+                            type = "show",
+                            ratingKey = "abc"
+                        }
+                    }
+                }
+            });
+            _mocker.Setup<IPlexApi, Task<PlexWatchlistMetadataContainer>>(x => x.GetWatchlistMetadata("abc", It.IsAny<string>(), It.IsAny<CancellationToken>()))
+                .ReturnsAsync(new PlexWatchlistMetadataContainer
+                {
+                    MediaContainer = new PlexWatchlistMetadata
+                    {
+                        Metadata = new WatchlistMetadata[]
+                        {
+                            new WatchlistMetadata
+                            {
+                                Guid = new List<PlexGuids>
+                                {
+                                    new PlexGuids
+                                    {
+                                        Id = "tmdb://123"
+                                    }
+                                }
+                            }
+                        }
+
+                    }
+                });
+            _mocker.Setup<ITvRequestEngine, Task<RequestEngineResult>>(x => x.RequestTvShow(It.IsAny<TvRequestViewModelV2>()))
+                .ReturnsAsync(new RequestEngineResult { RequestId = 1 });
+            await _subject.Execute(_context.Object);
+            _mocker.Verify<ITvRequestEngine>(x => x.RequestTvShow(It.Is<TvRequestViewModelV2>(x => x.TheMovieDbId == 123 && x.LatestSeason == false && x.RequestAll == true)), Times.Once);
+            _mocker.Verify<IPlexApi>(x => x.GetWatchlistMetadata("abc", It.IsAny<string>(), It.IsAny<CancellationToken>()), Times.Once);
+            _mocker.Verify<ITvRequestEngine>(x => x.SetUser(It.Is<OmbiUser>(x => x.Id == "abc")), Times.Once);
+            _mocker.Verify<IExternalRepository<PlexWatchlistHistory>>(x => x.GetAll(), Times.Once);
+            _mocker.Verify<IExternalRepository<PlexWatchlistHistory>>(x => x.Add(It.IsAny<PlexWatchlistHistory>()), Times.Once);
+        }
     }
 }
diff --git a/src/Ombi.Schedule/Jobs/Plex/PlexWatchlistImport.cs b/src/Ombi.Schedule/Jobs/Plex/PlexWatchlistImport.cs
index 3891723b7..326cf35f9 100644
--- a/src/Ombi.Schedule/Jobs/Plex/PlexWatchlistImport.cs
+++ b/src/Ombi.Schedule/Jobs/Plex/PlexWatchlistImport.cs
@@ -125,7 +125,7 @@ await _userError.Add(new PlexWatchlistUserError
                         switch (item.type)
                         {
                             case "show":
-                                await ProcessShow(int.Parse(providerIds.TheMovieDb), user);
+                                await ProcessShow(int.Parse(providerIds.TheMovieDb), user, settings.MonitorAll);
                                 break;
                             case "movie":
                                 await ProcessMovie(int.Parse(providerIds.TheMovieDb), user);
@@ -165,10 +165,16 @@ private async Task ProcessMovie(int theMovieDbId, OmbiUser user)
             }
         }
 
-        private async Task ProcessShow(int theMovieDbId, OmbiUser user)
+        private async Task ProcessShow(int theMovieDbId, OmbiUser user, bool requestAll)
         {
             _tvRequestEngine.SetUser(user);
-            var response = await _tvRequestEngine.RequestTvShow(new TvRequestViewModelV2 { LatestSeason = true, TheMovieDbId = theMovieDbId, Source = RequestSource.PlexWatchlist });
+            var requestModel = new TvRequestViewModelV2 { LatestSeason = true, TheMovieDbId = theMovieDbId, Source = RequestSource.PlexWatchlist };
+            if (requestAll)
+            {
+                requestModel.RequestAll = true;
+                requestModel.LatestSeason = false;
+            }
+            var response = await _tvRequestEngine.RequestTvShow(requestModel);
             if (response.IsError)
             {
                 if (response.ErrorCode == ErrorCode.AlreadyRequested)
diff --git a/src/Ombi.Settings/Settings/Models/External/PlexSettings.cs b/src/Ombi.Settings/Settings/Models/External/PlexSettings.cs
index 5917e2592..6edfe0351 100644
--- a/src/Ombi.Settings/Settings/Models/External/PlexSettings.cs
+++ b/src/Ombi.Settings/Settings/Models/External/PlexSettings.cs
@@ -8,6 +8,7 @@ public sealed class PlexSettings : Ombi.Settings.Settings.Models.Settings
     {
         public bool Enable { get; set; }
         public bool EnableWatchlistImport { get; set; }
+        public bool MonitorAll { get; set; }
         /// <summary>
         /// This is the ClientId for OAuth
         /// </summary>
diff --git a/src/Ombi/.vscode/settings.json b/src/Ombi/.vscode/settings.json
index d0eaf2fe6..6274dd334 100644
--- a/src/Ombi/.vscode/settings.json
+++ b/src/Ombi/.vscode/settings.json
@@ -23,7 +23,8 @@
         "availability-rules",
         "details",
         "requests",
-        "sonarr"
+        "sonarr",
+        "plex"
     ],
     "rpc.enabled": true
 }
diff --git a/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts b/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts
index 1c66fff92..91874d967 100644
--- a/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts
+++ b/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts
@@ -113,6 +113,7 @@ export interface IPublicInfo {
 export interface IPlexSettings extends ISettings {
   enable: boolean;
   enableWatchlistImport: boolean;
+  monitorAll: boolean;
   servers: IPlexServer[];
 }
 
diff --git a/src/Ombi/ClientApp/src/app/settings/plex/components/form-field/plex-form-field.component.ts b/src/Ombi/ClientApp/src/app/settings/plex/components/form-field/plex-form-field.component.ts
index 46518b0d0..0e2f518c5 100644
--- a/src/Ombi/ClientApp/src/app/settings/plex/components/form-field/plex-form-field.component.ts
+++ b/src/Ombi/ClientApp/src/app/settings/plex/components/form-field/plex-form-field.component.ts
@@ -2,6 +2,11 @@ import { Component, EventEmitter, Input, Output } from "@angular/core";
 
 @Component({
     selector: "settings-plex-form-field",
+    styles: [`
+        .margin {
+            margin: 10px;
+        }
+    `],
     template: `
     <div class="row">
         <div class="col-2 align-self-center">
@@ -16,7 +21,7 @@ import { Component, EventEmitter, Input, Output } from "@angular/core";
                 <input matInput placeholder={{placeholder}} [attr.type]="type" id="{{id}}" name="{{id}}" [ngModel]="value" (ngModelChange)="change($event)" value="{{value}}">
             </mat-form-field>
 
-            <mat-slide-toggle *ngIf="type === 'checkbox'" id="{{id}}" [ngModel]="value" (ngModelChange)="change($event)" [checked]="value"></mat-slide-toggle>
+            <mat-slide-toggle class="margin" *ngIf="type === 'checkbox'" id="{{id}}" [ngModel]="value" (ngModelChange)="change($event)" [checked]="value"></mat-slide-toggle>
 
             <ng-content select="[below]"></ng-content>
         </div>
diff --git a/src/Ombi/ClientApp/src/app/settings/plex/plex.component.html b/src/Ombi/ClientApp/src/app/settings/plex/plex.component.html
index 53b0eed29..53077fe01 100644
--- a/src/Ombi/ClientApp/src/app/settings/plex/plex.component.html
+++ b/src/Ombi/ClientApp/src/app/settings/plex/plex.component.html
@@ -11,6 +11,12 @@
             </small>
         </settings-plex-form-field>
 
+        <settings-plex-form-field [label]="'Request All'" disabled [type]="'checkbox'" [id]="'monitorAll'" [(value)]="settings.monitorAll">
+            <small bottom>If true then watchlist requests for TV Shows, it will request the <strong><em>whole</em></strong> season. Otherwise it will only request the latest season.
+            </small>
+        </settings-plex-form-field>
+
+
         <settings-plex-form-field [label]="'Advanced Options'" [type]="'checkbox'" [id]="'advanced'" [(value)]="advanced"></settings-plex-form-field>
 
         <hr>