diff --git a/src/Ombi.Schedule.Tests/PlexUserImporterTests.cs b/src/Ombi.Schedule.Tests/PlexUserImporterTests.cs
index ae29f1ddf..62d058d19 100644
--- a/src/Ombi.Schedule.Tests/PlexUserImporterTests.cs
+++ b/src/Ombi.Schedule.Tests/PlexUserImporterTests.cs
@@ -324,5 +324,84 @@ namespace Ombi.Schedule.Tests
 
             _mocker.Verify<OmbiUserManager>(x => x.UpdateAsync(It.Is<OmbiUser>(x => x.ProviderUserId == "PLEX_ID" && x.Email == "email" && x.UserName == "user")), Times.Once);
         }
+        
+        
+        [Test]
+        public async Task Import_Cleanup_Missing_Plex_Users()
+        {
+            _mocker.Setup<ISettingsService<UserManagementSettings>, Task<UserManagementSettings>>(x => x.GetSettingsAsync())
+                .ReturnsAsync(new UserManagementSettings
+                {
+                    ImportPlexAdmin = true,
+                    ImportPlexUsers = true,
+                    DefaultRoles = new List<string>
+                    {
+                        OmbiRoles.RequestMovie
+                    },
+                    CleanupPlexUsers = true,
+                });
+            _mocker.Setup<IPlexApi, Task<PlexFriends>>(x => x.GetUsers(It.IsAny<string>())).ReturnsAsync(new PlexFriends
+            {
+                User = new UserFriends[]
+                {
+                }
+            });
+            _mocker.Setup<IPlexApi, Task<PlexAccount>>(x => x.GetAccount(It.IsAny<string>())).ReturnsAsync(new PlexAccount
+            {
+                user = new User
+                {
+                    email = "email",
+                    authentication_token = "user_token",
+                    title = "user_title",
+                    username = "user_username",
+                    id = "user_id",
+                }
+            });
+
+            _mocker.Setup<OmbiUserManager, Task<IdentityResult>>(x => x.CreateAsync(It.Is<OmbiUser>(x => x.UserName == "user_username" && x.Email == "email" && x.ProviderUserId == "user_id" && x.UserType == UserType.PlexUser)))
+                .ReturnsAsync(IdentityResult.Success);
+            _mocker.Setup<OmbiUserManager, Task<IdentityResult>>(x => x.AddToRoleAsync(It.Is<OmbiUser>(x => x.UserName == "user_username"), It.Is<string>(x => x == OmbiRoles.Admin)))
+                .ReturnsAsync(IdentityResult.Success);
+
+            await _subject.Execute(null);
+
+            _mocker.Verify<OmbiUserManager>(x => x.DeleteAsync(It.Is<OmbiUser>(x => x.ProviderUserId == "PLEX_ID" && x.Email == "dupe" && x.UserName == "plex")), Times.Once);
+        }
+        
+        [Test]
+        public async Task Import_Cleanup_Missing_Plex_Admin()
+        {
+            _mocker.Setup<ISettingsService<UserManagementSettings>, Task<UserManagementSettings>>(x => x.GetSettingsAsync())
+                .ReturnsAsync(new UserManagementSettings
+                {
+                    ImportPlexAdmin = true,
+                    ImportPlexUsers = false,
+                    DefaultRoles = new List<string>
+                    {
+                        OmbiRoles.RequestMovie
+                    },
+                    CleanupPlexUsers = true,
+                });
+            _mocker.Setup<IPlexApi, Task<PlexAccount>>(x => x.GetAccount(It.IsAny<string>())).ReturnsAsync(new PlexAccount
+            {
+                user = new User
+                {
+                    email = "diff_email",
+                    authentication_token = "user_token",
+                    title = "user_title",
+                    username = "diff_username",
+                    id = "diff_user_id",
+                }
+            });
+
+            _mocker.Setup<OmbiUserManager, Task<IdentityResult>>(x => x.CreateAsync(It.Is<OmbiUser>(x => x.UserName == "diff_username" && x.Email == "diff_email" && x.ProviderUserId == "diff_user_id" && x.UserType == UserType.PlexUser)))
+                .ReturnsAsync(IdentityResult.Success);
+            _mocker.Setup<OmbiUserManager, Task<IdentityResult>>(x => x.AddToRoleAsync(It.Is<OmbiUser>(x => x.UserName == "diff_username"), It.Is<string>(x => x == OmbiRoles.Admin)))
+                .ReturnsAsync(IdentityResult.Success);
+
+            await _subject.Execute(null);
+
+            _mocker.Verify<OmbiUserManager>(x => x.DeleteAsync(It.Is<OmbiUser>(x => x.ProviderUserId == "PLEX_ID" && x.Email == "dupe" && x.UserName == "plex")), Times.Once);
+        }
     }
 }
diff --git a/src/Ombi.Schedule/Jobs/Plex/PlexUserImporter.cs b/src/Ombi.Schedule/Jobs/Plex/PlexUserImporter.cs
index 4cbf73d60..3b931b586 100644
--- a/src/Ombi.Schedule/Jobs/Plex/PlexUserImporter.cs
+++ b/src/Ombi.Schedule/Jobs/Plex/PlexUserImporter.cs
@@ -56,6 +56,8 @@ namespace Ombi.Schedule.Jobs.Plex
 
             await _notification.SendNotificationToAdmins("Plex User Importer Started");
             var allUsers = await _userManager.Users.Where(x => x.UserType == UserType.PlexUser).ToListAsync();
+            List<OmbiUser> newOrUpdatedUsers = new List<OmbiUser>();
+
             foreach (var server in settings.Servers)
             {
                 if (string.IsNullOrEmpty(server.PlexAuthToken))
@@ -63,23 +65,46 @@ namespace Ombi.Schedule.Jobs.Plex
                     continue;
                 }
 
+                
                 if (userManagementSettings.ImportPlexAdmin)
                 {
-                    await ImportAdmin(userManagementSettings, server, allUsers);
+                    OmbiUser newOrUpdatedAdmin = await ImportAdmin(userManagementSettings, server, allUsers);
+                    if (newOrUpdatedAdmin != null)
+                    {
+                        newOrUpdatedUsers.Add(newOrUpdatedAdmin);
+                    }
                 }
                 if (userManagementSettings.ImportPlexUsers)
                 {
-                    await ImportPlexUsers(userManagementSettings, allUsers, server);
+                    newOrUpdatedUsers.AddRange(await ImportPlexUsers(userManagementSettings, allUsers, server));
+                }
+            }
+
+            if (userManagementSettings.CleanupPlexUsers)
+            {
+                // Refresh users from updates
+                allUsers = await _userManager.Users.Where(x => x.UserType == UserType.PlexUser)
+                    .ToListAsync();
+                var missingUsers = allUsers
+                    .Where(x => !newOrUpdatedUsers.Contains(x));
+                foreach (var ombiUser in missingUsers)
+                {
+                    _log.LogInformation("Deleting user {0} not found in Plex Server.", ombiUser.UserName);
+                    await _userManager.DeleteAsync(ombiUser);
                 }
             }
+            
 
             await _notification.SendNotificationToAdmins("Plex User Importer Finished");
         }
 
-        private async Task ImportPlexUsers(UserManagementSettings userManagementSettings, List<OmbiUser> allUsers, PlexServers server)
+        private async Task<List<OmbiUser>> ImportPlexUsers(UserManagementSettings userManagementSettings, 
+            List<OmbiUser> allUsers, PlexServers server)
         {
             var users = await _api.GetUsers(server.PlexAuthToken);
 
+            List<OmbiUser> newOrUpdatedUsers = new List<OmbiUser>();
+            
             foreach (var plexUser in users.User)
             {
                 // Check if we should import this user
@@ -129,19 +154,21 @@ namespace Ombi.Schedule.Jobs.Plex
                     {
                         continue;
                     }
+                    // Get the new user object to avoid any concurrency failures
+                    var dbUser =
+                        await _userManager.Users.FirstOrDefaultAsync(x => x.UserName == newUser.UserName);
                     if (userManagementSettings.DefaultRoles.Any())
                     {
-                        // Get the new user object to avoid any concurrency failures
-                        var dbUser =
-                            await _userManager.Users.FirstOrDefaultAsync(x => x.UserName == newUser.UserName);
                         foreach (var defaultRole in userManagementSettings.DefaultRoles)
                         {
                             await _userManager.AddToRoleAsync(dbUser, defaultRole);
                         }
                     }
+                    newOrUpdatedUsers.Add(dbUser);
                 }
                 else
                 {
+                    newOrUpdatedUsers.Add(existingPlexUser);
                     // Do we need to update this user?
                     existingPlexUser.Email = plexUser.Email;
                     existingPlexUser.UserName = plexUser.Username;
@@ -149,9 +176,12 @@ namespace Ombi.Schedule.Jobs.Plex
                     await _userManager.UpdateAsync(existingPlexUser);
                 }
             }
+
+            return newOrUpdatedUsers;
         }
 
-        private async Task ImportAdmin(UserManagementSettings settings, PlexServers server, List<OmbiUser> allUsers)
+        private async Task<OmbiUser> ImportAdmin(UserManagementSettings settings, PlexServers server, 
+            List<OmbiUser> allUsers)
         {
             var plexAdmin = (await _api.GetAccount(server.PlexAuthToken)).user;
 
@@ -166,7 +196,7 @@ namespace Ombi.Schedule.Jobs.Plex
                 adminUserFromDb.UserName = plexAdmin.username;
                 adminUserFromDb.ProviderUserId = plexAdmin.id;
                 await _userManager.UpdateAsync(adminUserFromDb);
-                return;
+                return adminUserFromDb;
             }
 
             // Ensure we don't have a user with the same username
@@ -174,7 +204,7 @@ namespace Ombi.Schedule.Jobs.Plex
             if (await _userManager.Users.AnyAsync(x => x.NormalizedUserName == normalUsername))
             {
                 _log.LogWarning($"Cannot add user {plexAdmin.username} because their username is already in Ombi, skipping this user");
-                return;
+                return null;
             }
 
             var newUser = new OmbiUser
@@ -190,11 +220,12 @@ namespace Ombi.Schedule.Jobs.Plex
             var result = await _userManager.CreateAsync(newUser);
             if (!LogResult(result))
             {
-                return;
+                return null;
             }
 
             var roleResult = await _userManager.AddToRoleAsync(newUser, OmbiRoles.Admin);
             LogResult(roleResult);
+            return newUser;
         }
 
         private bool LogResult(IdentityResult result)
diff --git a/src/Ombi.Settings/Settings/Models/UserManagementSettings.cs b/src/Ombi.Settings/Settings/Models/UserManagementSettings.cs
index 3547812ee..8f04d67da 100644
--- a/src/Ombi.Settings/Settings/Models/UserManagementSettings.cs
+++ b/src/Ombi.Settings/Settings/Models/UserManagementSettings.cs
@@ -7,6 +7,7 @@ namespace Ombi.Settings.Settings.Models
     {
         public bool ImportPlexAdmin { get; set; }
         public bool ImportPlexUsers { get; set; }
+        public bool CleanupPlexUsers { get; set; }
         public bool ImportEmbyUsers { get; set; }
         public bool ImportJellyfinUsers { get; set; }
         public int MovieRequestLimit { get; set; }
diff --git a/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts b/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts
index 91874d967..dd9156102 100644
--- a/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts
+++ b/src/Ombi/ClientApp/src/app/interfaces/ISettings.ts
@@ -253,6 +253,7 @@ export interface ICustomPage extends ISettings {
 
 export interface IUserManagementSettings extends ISettings {
   importPlexUsers: boolean;
+  cleanupPlexUsers: boolean;
   importPlexAdmin: boolean;
   importEmbyUsers: boolean;
   importJellyfinUsers: boolean;
diff --git a/src/Ombi/ClientApp/src/app/settings/usermanagement/usermanagement.component.html b/src/Ombi/ClientApp/src/app/settings/usermanagement/usermanagement.component.html
index 266c725cb..7512294df 100644
--- a/src/Ombi/ClientApp/src/app/settings/usermanagement/usermanagement.component.html
+++ b/src/Ombi/ClientApp/src/app/settings/usermanagement/usermanagement.component.html
@@ -17,6 +17,11 @@
             <div class="form-group">
                 <mat-slide-toggle id="importAdmin" [(ngModel)]="settings.importPlexAdmin">Import Plex Admin</mat-slide-toggle>
                 </div>
+
+            <div *ngIf="settings.importPlexUsers || settings.importPlexAdmin">
+              <mat-slide-toggle id="cleanupPlexUsers" [(ngModel)]="settings.cleanupPlexUsers">
+                Cleanup Plex Users</mat-slide-toggle>
+            </div>
             <div *ngIf="plexUsers">
                 <p>Plex Users excluded from Import</p>
 
@@ -121,7 +126,7 @@
         </div>
         <div><button type="button" [disabled]="!enableImportButton" (click)="runImporter()" class="mat-focus-indicator mat-stroked-button mat-raised-button mat-button-base">
             Run Importer<div matripple class="mat-ripple mat-button-ripple" ng-reflect-disabled="false" ng-reflect-centered="false" ng-reflect-trigger="[object HTMLButtonElement]"></div><div class="mat-button-focus-overlay"></div></button>
-        </div>     
+        </div>
         <div class="md-form-field" style="margin-top:1em;"></div>
 </fieldset>
 </div>