diff --git a/overseerr-api.yml b/overseerr-api.yml
index 637af162..1ded2696 100644
--- a/overseerr-api.yml
+++ b/overseerr-api.yml
@@ -171,6 +171,9 @@ components:
           readOnly: true
           items:
             $ref: '#/components/schemas/PlexLibrary'
+        webAppUrl:
+          type: string
+          example: 'https://app.plex.tv/desktop'
       required:
         - name
         - machineId
diff --git a/server/entity/Media.ts b/server/entity/Media.ts
index 3d821651..9666ac28 100644
--- a/server/entity/Media.ts
+++ b/server/entity/Media.ts
@@ -147,12 +147,22 @@ class Media {
 
   @AfterLoad()
   public setPlexUrls(): void {
-    const machineId = getSettings().plex.machineId;
+    const { machineId, webAppUrl } = getSettings().plex;
+
     if (this.ratingKey) {
-      this.plexUrl = `https://app.plex.tv/desktop#!/server/${machineId}/details?key=%2Flibrary%2Fmetadata%2F${this.ratingKey}`;
+      this.plexUrl = `${
+        webAppUrl ? webAppUrl : 'https://app.plex.tv/desktop'
+      }#!/server/${machineId}/details?key=%2Flibrary%2Fmetadata%2F${
+        this.ratingKey
+      }`;
     }
+
     if (this.ratingKey4k) {
-      this.plexUrl4k = `https://app.plex.tv/desktop#!/server/${machineId}/details?key=%2Flibrary%2Fmetadata%2F${this.ratingKey4k}`;
+      this.plexUrl4k = `${
+        webAppUrl ? webAppUrl : 'https://app.plex.tv/desktop'
+      }#!/server/${machineId}/details?key=%2Flibrary%2Fmetadata%2F${
+        this.ratingKey4k
+      }`;
     }
   }
 
diff --git a/server/lib/settings.ts b/server/lib/settings.ts
index a9e459b4..edc4026f 100644
--- a/server/lib/settings.ts
+++ b/server/lib/settings.ts
@@ -30,6 +30,7 @@ export interface PlexSettings {
   port: number;
   useSsl?: boolean;
   libraries: Library[];
+  webAppUrl?: string;
 }
 
 export interface DVRSettings {
diff --git a/src/components/Settings/Notifications/NotificationsEmail.tsx b/src/components/Settings/Notifications/NotificationsEmail.tsx
index a7684bf0..d7e45491 100644
--- a/src/components/Settings/Notifications/NotificationsEmail.tsx
+++ b/src/components/Settings/Notifications/NotificationsEmail.tsx
@@ -92,15 +92,13 @@ const NotificationsEmail: React.FC = () => {
           /^(([a-z]|\d|_|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])*)?([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])$/i,
           intl.formatMessage(messages.validationSmtpHostRequired)
         ),
-      smtpPort: Yup.number()
-        .typeError(intl.formatMessage(messages.validationSmtpPortRequired))
-        .when('enabled', {
-          is: true,
-          then: Yup.number().required(
-            intl.formatMessage(messages.validationSmtpPortRequired)
-          ),
-          otherwise: Yup.number().nullable(),
-        }),
+      smtpPort: Yup.number().when('enabled', {
+        is: true,
+        then: Yup.number()
+          .nullable()
+          .required(intl.formatMessage(messages.validationSmtpPortRequired)),
+        otherwise: Yup.number().nullable(),
+      }),
       pgpPrivateKey: Yup.string()
         .when('pgpPassword', {
           is: (value: unknown) => !!value,
diff --git a/src/components/Settings/RadarrModal/index.tsx b/src/components/Settings/RadarrModal/index.tsx
index 62c04bb2..e25b8c53 100644
--- a/src/components/Settings/RadarrModal/index.tsx
+++ b/src/components/Settings/RadarrModal/index.tsx
@@ -41,7 +41,7 @@ const messages = defineMessages({
   servername: 'Server Name',
   hostname: 'Hostname or IP Address',
   port: 'Port',
-  ssl: 'Enable SSL',
+  ssl: 'Use SSL',
   apiKey: 'API Key',
   baseUrl: 'URL Base',
   syncEnabled: 'Enable Scan',
@@ -116,7 +116,7 @@ const RadarrModal: React.FC<RadarrModalProps> = ({
         intl.formatMessage(messages.validationHostnameRequired)
       ),
     port: Yup.number()
-      .typeError(intl.formatMessage(messages.validationPortRequired))
+      .nullable()
       .required(intl.formatMessage(messages.validationPortRequired)),
     apiKey: Yup.string().required(
       intl.formatMessage(messages.validationApiKeyRequired)
@@ -135,33 +135,18 @@ const RadarrModal: React.FC<RadarrModalProps> = ({
       .test(
         'no-trailing-slash',
         intl.formatMessage(messages.validationApplicationUrlTrailingSlash),
-        (value) => {
-          if (value?.substr(value.length - 1) === '/') {
-            return false;
-          }
-          return true;
-        }
+        (value) => !value || !value.endsWith('/')
       ),
     baseUrl: Yup.string()
       .test(
         'leading-slash',
         intl.formatMessage(messages.validationBaseUrlLeadingSlash),
-        (value) => {
-          if (value && value?.substr(0, 1) !== '/') {
-            return false;
-          }
-          return true;
-        }
+        (value) => !value || value.startsWith('/')
       )
       .test(
         'no-trailing-slash',
         intl.formatMessage(messages.validationBaseUrlTrailingSlash),
-        (value) => {
-          if (value?.substr(value.length - 1) === '/') {
-            return false;
-          }
-          return true;
-        }
+        (value) => !value || !value.endsWith('/')
       ),
   });
 
diff --git a/src/components/Settings/SettingsPlex.tsx b/src/components/Settings/SettingsPlex.tsx
index b584247e..0130c23f 100644
--- a/src/components/Settings/SettingsPlex.tsx
+++ b/src/components/Settings/SettingsPlex.tsx
@@ -22,8 +22,6 @@ const messages = defineMessages({
   plexsettings: 'Plex Settings',
   plexsettingsDescription:
     'Configure the settings for your Plex server. Overseerr scans your Plex libraries to determine content availability.',
-  servername: 'Server Name',
-  servernameTip: 'Automatically retrieved from Plex after saving',
   serverpreset: 'Server',
   serverLocal: 'local',
   serverRemote: 'remote',
@@ -41,7 +39,7 @@ const messages = defineMessages({
     'To set up Plex, you can either enter the details manually or select a server retrieved from <RegisterPlexTVLink>plex.tv</RegisterPlexTVLink>. Press the button to the right of the dropdown to fetch the list of available servers.',
   hostname: 'Hostname or IP Address',
   port: 'Port',
-  enablessl: 'Enable SSL',
+  enablessl: 'Use SSL',
   plexlibraries: 'Plex Libraries',
   plexlibrariesDescription:
     'The libraries Overseerr scans for titles. Set up and save your Plex connection settings, then click the button below if no libraries are listed.',
@@ -57,6 +55,10 @@ const messages = defineMessages({
   cancelscan: 'Cancel Scan',
   validationHostnameRequired: 'You must provide a valid hostname or IP address',
   validationPortRequired: 'You must provide a valid port number',
+  webAppUrl: '<WebAppLink>Web App</WebAppLink> URL',
+  webAppUrlTip:
+    'Optionally direct users to the web app on your server instead of the "hosted" web app',
+  validationWebAppUrl: 'You must provide a valid Plex Web App URL',
 });
 
 interface Library {
@@ -108,14 +110,18 @@ const SettingsPlex: React.FC<SettingsPlexProps> = ({ onComplete }) => {
   const { addToast, removeToast } = useToasts();
   const PlexSettingsSchema = Yup.object().shape({
     hostname: Yup.string()
+      .nullable()
       .required(intl.formatMessage(messages.validationHostnameRequired))
       .matches(
         /^(([a-z]|\d|_|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])([a-z]|\d|-|\.|_|~|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])*)?([a-z]|\d|[\u00A0-\uD7FF\uF900-\uFDCF\uFDF0-\uFFEF])$/i,
         intl.formatMessage(messages.validationHostnameRequired)
       ),
     port: Yup.number()
-      .typeError(intl.formatMessage(messages.validationPortRequired))
+      .nullable()
       .required(intl.formatMessage(messages.validationPortRequired)),
+    webAppUrl: Yup.string()
+      .nullable()
+      .url(intl.formatMessage(messages.validationWebAppUrl)),
   });
 
   const activeLibraries =
@@ -282,6 +288,7 @@ const SettingsPlex: React.FC<SettingsPlexProps> = ({ onComplete }) => {
           port: data?.port ?? 32400,
           useSsl: data?.useSsl,
           selectedPreset: undefined,
+          webAppUrl: data?.webAppUrl,
         }}
         validationSchema={PlexSettingsSchema}
         onSubmit={async (values) => {
@@ -301,6 +308,7 @@ const SettingsPlex: React.FC<SettingsPlexProps> = ({ onComplete }) => {
               ip: values.hostname,
               port: Number(values.port),
               useSsl: values.useSsl,
+              webAppUrl: values.webAppUrl,
             } as PlexSettings);
 
             revalidate();
@@ -336,34 +344,12 @@ const SettingsPlex: React.FC<SettingsPlexProps> = ({ onComplete }) => {
         }) => {
           return (
             <form className="section" onSubmit={handleSubmit}>
-              <div className="form-row">
-                <label htmlFor="name" className="text-label">
-                  <div className="flex flex-col">
-                    <span>{intl.formatMessage(messages.servername)}</span>
-                    <span className="text-gray-500">
-                      {intl.formatMessage(messages.servernameTip)}
-                    </span>
-                  </div>
-                </label>
-                <div className="form-input">
-                  <div className="form-input-field">
-                    <input
-                      type="text"
-                      id="name"
-                      name="name"
-                      className="cursor-not-allowed"
-                      value={data?.name}
-                      readOnly
-                    />
-                  </div>
-                </div>
-              </div>
               <div className="form-row">
                 <label htmlFor="preset" className="text-label">
                   {intl.formatMessage(messages.serverpreset)}
                 </label>
                 <div className="form-input">
-                  <div className="form-input-field input-group">
+                  <div className="form-input-field">
                     <select
                       id="preset"
                       name="preset"
@@ -489,6 +475,43 @@ const SettingsPlex: React.FC<SettingsPlexProps> = ({ onComplete }) => {
                   />
                 </div>
               </div>
+              <div className="form-row">
+                <label htmlFor="webAppUrl" className="text-label">
+                  {intl.formatMessage(messages.webAppUrl, {
+                    WebAppLink: function WebAppLink(msg) {
+                      return (
+                        <a
+                          href="https://support.plex.tv/articles/200288666-opening-plex-web-app/"
+                          target="_blank"
+                          rel="noreferrer"
+                        >
+                          {msg}
+                        </a>
+                      );
+                    },
+                  })}
+                  <Badge badgeType="danger" className="ml-2">
+                    {intl.formatMessage(globalMessages.advanced)}
+                  </Badge>
+                  <span className="label-tip">
+                    {intl.formatMessage(messages.webAppUrlTip)}
+                  </span>
+                </label>
+                <div className="form-input">
+                  <div className="form-input-field">
+                    <Field
+                      type="text"
+                      inputMode="url"
+                      id="webAppUrl"
+                      name="webAppUrl"
+                      placeholder="https://app.plex.tv/desktop"
+                    />
+                  </div>
+                  {errors.webAppUrl && touched.webAppUrl && (
+                    <div className="error">{errors.webAppUrl}</div>
+                  )}
+                </div>
+              </div>
               <div className="actions">
                 <div className="flex justify-end">
                   <span className="inline-flex ml-3 rounded-md shadow-sm">
diff --git a/src/components/Settings/SonarrModal/index.tsx b/src/components/Settings/SonarrModal/index.tsx
index 3eac16ff..8514aa60 100644
--- a/src/components/Settings/SonarrModal/index.tsx
+++ b/src/components/Settings/SonarrModal/index.tsx
@@ -40,7 +40,7 @@ const messages = defineMessages({
   servername: 'Server Name',
   hostname: 'Hostname or IP Address',
   port: 'Port',
-  ssl: 'Enable SSL',
+  ssl: 'Use SSL',
   apiKey: 'API Key',
   baseUrl: 'URL Base',
   qualityprofile: 'Quality Profile',
@@ -127,7 +127,7 @@ const SonarrModal: React.FC<SonarrModalProps> = ({
         intl.formatMessage(messages.validationHostnameRequired)
       ),
     port: Yup.number()
-      .typeError(intl.formatMessage(messages.validationPortRequired))
+      .nullable()
       .required(intl.formatMessage(messages.validationPortRequired)),
     apiKey: Yup.string().required(
       intl.formatMessage(messages.validationApiKeyRequired)
@@ -146,33 +146,18 @@ const SonarrModal: React.FC<SonarrModalProps> = ({
       .test(
         'no-trailing-slash',
         intl.formatMessage(messages.validationApplicationUrlTrailingSlash),
-        (value) => {
-          if (value?.substr(value.length - 1) === '/') {
-            return false;
-          }
-          return true;
-        }
+        (value) => !value || !value.endsWith('/')
       ),
     baseUrl: Yup.string()
       .test(
         'leading-slash',
         intl.formatMessage(messages.validationBaseUrlLeadingSlash),
-        (value) => {
-          if (value && value?.substr(0, 1) !== '/') {
-            return false;
-          }
-          return true;
-        }
+        (value) => !value || value.startsWith('/')
       )
       .test(
         'no-trailing-slash',
         intl.formatMessage(messages.validationBaseUrlTrailingSlash),
-        (value) => {
-          if (value?.substr(value.length - 1) === '/') {
-            return false;
-          }
-          return true;
-        }
+        (value) => !value || !value.endsWith('/')
       ),
   });
 
diff --git a/src/i18n/locale/en.json b/src/i18n/locale/en.json
index e31d4d78..965b96db 100644
--- a/src/i18n/locale/en.json
+++ b/src/i18n/locale/en.json
@@ -389,7 +389,7 @@
   "components.Settings.RadarrModal.selecttags": "Select tags",
   "components.Settings.RadarrModal.server4k": "4K Server",
   "components.Settings.RadarrModal.servername": "Server Name",
-  "components.Settings.RadarrModal.ssl": "Enable SSL",
+  "components.Settings.RadarrModal.ssl": "Use SSL",
   "components.Settings.RadarrModal.syncEnabled": "Enable Scan",
   "components.Settings.RadarrModal.tags": "Tags",
   "components.Settings.RadarrModal.testFirstQualityProfiles": "Test connection to load quality profiles",
@@ -519,7 +519,7 @@
   "components.Settings.SonarrModal.selecttags": "Select tags",
   "components.Settings.SonarrModal.server4k": "4K Server",
   "components.Settings.SonarrModal.servername": "Server Name",
-  "components.Settings.SonarrModal.ssl": "Enable SSL",
+  "components.Settings.SonarrModal.ssl": "Use SSL",
   "components.Settings.SonarrModal.syncEnabled": "Enable Scan",
   "components.Settings.SonarrModal.tags": "Tags",
   "components.Settings.SonarrModal.testFirstLanguageProfiles": "Test connection to load language profiles",
@@ -558,7 +558,7 @@
   "components.Settings.default4k": "Default 4K",
   "components.Settings.deleteserverconfirm": "Are you sure you want to delete this server?",
   "components.Settings.email": "Email",
-  "components.Settings.enablessl": "Enable SSL",
+  "components.Settings.enablessl": "Use SSL",
   "components.Settings.general": "General",
   "components.Settings.generalsettings": "General Settings",
   "components.Settings.generalsettingsDescription": "Configure global and default settings for Overseerr.",
@@ -603,8 +603,6 @@
   "components.Settings.serverLocal": "local",
   "components.Settings.serverRemote": "remote",
   "components.Settings.serverSecure": "secure",
-  "components.Settings.servername": "Server Name",
-  "components.Settings.servernameTip": "Automatically retrieved from Plex after saving",
   "components.Settings.serverpreset": "Server",
   "components.Settings.serverpresetLoad": "Press the button to load available servers",
   "components.Settings.serverpresetManualMessage": "Manual configuration",
@@ -632,6 +630,9 @@
   "components.Settings.validationApplicationUrlTrailingSlash": "URL must not end in a trailing slash",
   "components.Settings.validationHostnameRequired": "You must provide a valid hostname or IP address",
   "components.Settings.validationPortRequired": "You must provide a valid port number",
+  "components.Settings.validationWebAppUrl": "You must provide a valid Plex Web App URL",
+  "components.Settings.webAppUrl": "<WebAppLink>Web App</WebAppLink> URL",
+  "components.Settings.webAppUrlTip": "Optionally direct users to the web app on your server instead of the \"hosted\" web app",
   "components.Settings.webhook": "Webhook",
   "components.Settings.webpush": "Web Push",
   "components.Setup.configureplex": "Configure Plex",