diff --git a/server/api/externalapi.ts b/server/api/externalapi.ts
index 136e9c21..bf903892 100644
--- a/server/api/externalapi.ts
+++ b/server/api/externalapi.ts
@@ -1,4 +1,6 @@
+import { getSettings } from '@server/lib/settings';
 import rateLimit from '@server/utils/rateLimit';
+import retry from '@server/utils/retry';
 import type NodeCache from 'node-cache';
 
 // 5 minute default TTL (in seconds)
@@ -37,6 +39,11 @@ class ExternalAPI {
       this.fetch = fetch;
     }
 
+    const settings = getSettings();
+    if (settings.main.retryCount) {
+      this.fetch = retry(this.fetch, settings.main.retryCount);
+    }
+
     this.baseUrl = baseUrl;
     this.params = params;
     this.defaultHeaders = {
diff --git a/server/index.ts b/server/index.ts
index c0d1866d..d61a3b95 100644
--- a/server/index.ts
+++ b/server/index.ts
@@ -56,7 +56,7 @@ app
     }
 
     // Load Settings
-    const settings = getSettings().load();
+    const settings = getSettings();
     restartFlag.initializeSettings(settings.main);
 
     // Migrate library types
diff --git a/server/lib/settings/index.ts b/server/lib/settings/index.ts
index ad613cc3..e3bbf135 100644
--- a/server/lib/settings/index.ts
+++ b/server/lib/settings/index.ts
@@ -118,6 +118,7 @@ export interface MainSettings {
   mediaServerType: number;
   partialRequestsEnabled: boolean;
   locale: string;
+  retryCount: number;
 }
 
 interface PublicSettings {
@@ -324,6 +325,7 @@ class Settings {
         mediaServerType: MediaServerType.NOT_CONFIGURED,
         partialRequestsEnabled: true,
         locale: 'en',
+        retryCount: 0,
       },
       plex: {
         name: '',
@@ -656,6 +658,7 @@ class Settings {
   }
 }
 
+let loaded = false;
 let settings: Settings | undefined;
 
 export const getSettings = (initialSettings?: AllSettings): Settings => {
@@ -663,6 +666,11 @@ export const getSettings = (initialSettings?: AllSettings): Settings => {
     settings = new Settings(initialSettings);
   }
 
+  if (!loaded) {
+    settings.load();
+    loaded = true;
+  }
+
   return settings;
 };
 
diff --git a/server/lib/settings/migrations/0002_add_retry_count.ts b/server/lib/settings/migrations/0002_add_retry_count.ts
new file mode 100644
index 00000000..b73860f5
--- /dev/null
+++ b/server/lib/settings/migrations/0002_add_retry_count.ts
@@ -0,0 +1,13 @@
+import type { AllSettings } from '@server/lib/settings';
+
+const migrateRetryCount = (settings: any): AllSettings => {
+  return {
+    ...settings,
+    main: {
+      ...settings.main,
+      retryCount: settings.main.retryCount ?? 0,
+    },
+  };
+};
+
+export default migrateRetryCount;
diff --git a/server/utils/retry.ts b/server/utils/retry.ts
new file mode 100644
index 00000000..08696e77
--- /dev/null
+++ b/server/utils/retry.ts
@@ -0,0 +1,23 @@
+export default function retry<
+  T extends (...args: Parameters<T>) => Promise<U>,
+  U
+>(fn: T, retryCount: number): (...args: Parameters<T>) => Promise<U> {
+  const fnWithRetries = async (
+    retryCount: number,
+    ...args: Parameters<T>
+  ): Promise<U> => {
+    try {
+      return await fn(...args);
+    } catch (e) {
+      if (retryCount > 1) {
+        return fnWithRetries(retryCount - 1, ...args);
+      } else {
+        throw e;
+      }
+    }
+  };
+
+  return (...args: Parameters<T>): Promise<U> => {
+    return fnWithRetries(retryCount, ...args);
+  };
+}
diff --git a/src/components/Settings/SettingsMain/index.tsx b/src/components/Settings/SettingsMain/index.tsx
index f7aac0d9..127b97b2 100644
--- a/src/components/Settings/SettingsMain/index.tsx
+++ b/src/components/Settings/SettingsMain/index.tsx
@@ -47,6 +47,11 @@ const messages = defineMessages('components.Settings.SettingsMain', {
   cacheImages: 'Enable Image Caching',
   cacheImagesTip:
     'Cache externally sourced images (requires a significant amount of disk space)',
+  retryCount: 'Retry Count',
+  retryCountTip:
+    'Number of retry when a network request to an external service fails',
+  retryCountHoverTip:
+    'Do NOT enable this setting unless you understand what you are doing!',
   trustProxy: 'Enable Proxy Support',
   trustProxyTip:
     'Allow Jellyseerr to correctly register client IP addresses behind a proxy',
@@ -137,6 +142,7 @@ const SettingsMain = () => {
             partialRequestsEnabled: data?.partialRequestsEnabled,
             trustProxy: data?.trustProxy,
             cacheImages: data?.cacheImages,
+            retryCount: data?.retryCount,
           }}
           enableReinitialize
           validationSchema={MainSettingsSchema}
@@ -158,6 +164,7 @@ const SettingsMain = () => {
                   partialRequestsEnabled: values.partialRequestsEnabled,
                   trustProxy: values.trustProxy,
                   cacheImages: values.cacheImages,
+                  retryCount: values.retryCount,
                 }),
               });
               if (!res.ok) throw new Error();
@@ -339,6 +346,32 @@ const SettingsMain = () => {
                     />
                   </div>
                 </div>
+                <div className="form-row">
+                  <label htmlFor="retryCount" className="checkbox-label">
+                    <span className="mr-2">
+                      {intl.formatMessage(messages.retryCount)}
+                    </span>
+                    <SettingsBadge badgeType="advanced" className="mr-2" />
+                    <span className="label-tip">
+                      {intl.formatMessage(messages.retryCountTip)}
+                    </span>
+                  </label>
+                  <div className="form-input-area">
+                    <div className="form-input-field">
+                      <Field
+                        id="retryCount"
+                        name="retryCount"
+                        type="text"
+                        inputMode="numeric"
+                      />
+                    </div>
+                    {errors.retryCount &&
+                      touched.retryCount &&
+                      typeof errors.retryCount === 'string' && (
+                        <div className="error">{errors.retryCount}</div>
+                      )}
+                  </div>
+                </div>
                 <div className="form-row">
                   <label htmlFor="locale" className="text-label">
                     {intl.formatMessage(messages.locale)}