diff --git a/bitwarden_license/src/Sso/Startup.cs b/bitwarden_license/src/Sso/Startup.cs
index 0abfeaf85..95d9d6ce0 100644
--- a/bitwarden_license/src/Sso/Startup.cs
+++ b/bitwarden_license/src/Sso/Startup.cs
@@ -36,7 +36,8 @@ namespace Bit.Sso
             var globalSettings = services.AddGlobalSettingsServices(Configuration);
 
             // Stripe Billing
-            StripeConfiguration.ApiKey = globalSettings.StripeApiKey;
+            StripeConfiguration.ApiKey = globalSettings.Stripe.ApiKey;
+            StripeConfiguration.MaxNetworkRetries = globalSettings.Stripe.MaxNetworkRetries;
 
             // Data Protection
             services.AddCustomDataProtectionServices(Environment, globalSettings);
diff --git a/bitwarden_license/src/Sso/appsettings.json b/bitwarden_license/src/Sso/appsettings.json
index 7e1d1be5e..3bf02cd86 100644
--- a/bitwarden_license/src/Sso/appsettings.json
+++ b/bitwarden_license/src/Sso/appsettings.json
@@ -3,7 +3,9 @@
     "selfHosted": false,
     "siteName": "Bitwarden",
     "projectName": "SSO",
-    "stripeApiKey": "SECRET",
+    "stripe": {
+      "apiKey": "SECRET"
+    },
     "oidcIdentityClientKey": "SECRET",
     "sqlServer": {
       "connectionString": "SECRET"
diff --git a/src/Admin/Startup.cs b/src/Admin/Startup.cs
index 285a35ad3..90837b913 100644
--- a/src/Admin/Startup.cs
+++ b/src/Admin/Startup.cs
@@ -44,7 +44,8 @@ namespace Bit.Admin
             services.AddCustomDataProtectionServices(Environment, globalSettings);
 
             // Stripe Billing
-            StripeConfiguration.ApiKey = globalSettings.StripeApiKey;
+            StripeConfiguration.ApiKey = globalSettings.Stripe.ApiKey;
+            StripeConfiguration.MaxNetworkRetries = globalSettings.Stripe.MaxNetworkRetries;
 
             // Repositories
             services.AddSqlServerRepositories(globalSettings);
diff --git a/src/Admin/appsettings.json b/src/Admin/appsettings.json
index 728a298b5..79bede763 100644
--- a/src/Admin/appsettings.json
+++ b/src/Admin/appsettings.json
@@ -3,7 +3,9 @@
     "selfHosted": false,
     "siteName": "Bitwarden",
     "projectName": "Admin",
-    "stripeApiKey": "SECRET",
+    "stripe": {
+      "apiKey": "SECRET"
+    },
     "sqlServer": {
       "connectionString": "SECRET"
     },
diff --git a/src/Api/Startup.cs b/src/Api/Startup.cs
index 367152444..23eb6a34f 100644
--- a/src/Api/Startup.cs
+++ b/src/Api/Startup.cs
@@ -61,7 +61,8 @@ namespace Bit.Api
             }
 
             // Stripe Billing
-            StripeConfiguration.ApiKey = globalSettings.StripeApiKey;
+            StripeConfiguration.ApiKey = globalSettings.Stripe.ApiKey;
+            StripeConfiguration.MaxNetworkRetries = globalSettings.Stripe.MaxNetworkRetries;
 
             // Repositories
             services.AddSqlServerRepositories(globalSettings);
diff --git a/src/Api/appsettings.json b/src/Api/appsettings.json
index 8a2d67665..92922d104 100644
--- a/src/Api/appsettings.json
+++ b/src/Api/appsettings.json
@@ -3,7 +3,9 @@
     "selfHosted": false,
     "siteName": "Bitwarden",
     "projectName": "Api",
-    "stripeApiKey": "SECRET",
+    "stripe": {
+      "apiKey": "SECRET"
+    },
     "sqlServer": {
       "connectionString": "SECRET"
     },
diff --git a/src/Billing/Startup.cs b/src/Billing/Startup.cs
index 237b826a7..ec520f062 100644
--- a/src/Billing/Startup.cs
+++ b/src/Billing/Startup.cs
@@ -35,7 +35,8 @@ namespace Bit.Billing
             services.Configure<BillingSettings>(Configuration.GetSection("BillingSettings"));
 
             // Stripe Billing
-            StripeConfiguration.ApiKey = globalSettings.StripeApiKey;
+            StripeConfiguration.ApiKey = globalSettings.Stripe.ApiKey;
+            StripeConfiguration.MaxNetworkRetries = globalSettings.Stripe.MaxNetworkRetries;
 
             // Repositories
             services.AddSqlServerRepositories(globalSettings);
diff --git a/src/Billing/appsettings.json b/src/Billing/appsettings.json
index c25c3940e..e0e4c162f 100644
--- a/src/Billing/appsettings.json
+++ b/src/Billing/appsettings.json
@@ -3,7 +3,9 @@
     "selfHosted": false,
     "siteName": "Bitwarden",
     "projectName": "Billing",
-    "stripeApiKey": "SECRET",
+    "stripe": {
+      "apiKey": "SECRET"
+    },
     "sqlServer": {
       "connectionString": "SECRET"
     },
diff --git a/src/Core/Settings/GlobalSettings.cs b/src/Core/Settings/GlobalSettings.cs
index 12aa01f87..b41e5e790 100644
--- a/src/Core/Settings/GlobalSettings.cs
+++ b/src/Core/Settings/GlobalSettings.cs
@@ -18,7 +18,6 @@ namespace Bit.Core.Settings
         public bool SelfHosted { get; set; }
         public virtual string KnownProxies { get; set; }
         public virtual string SiteName { get; set; }
-        public virtual string StripeApiKey { get; set; }
         public virtual string ProjectName { get; set; }
         public virtual string LogDirectory
         {
@@ -68,6 +67,7 @@ namespace Bit.Core.Settings
         public virtual ServiceBusSettings ServiceBus { get; set; } = new ServiceBusSettings();
         public virtual AppleIapSettings AppleIap { get; set; } = new AppleIapSettings();
         public virtual SsoSettings Sso { get; set; } = new SsoSettings();
+        public virtual StripeSettings Stripe { get; set; } = new StripeSettings();
 
         public string BuildExternalUri(string explicitValue, string name)
         {
@@ -465,5 +465,11 @@ namespace Bit.Core.Settings
             public string HCaptchaSecretKey { get; set; }
             public string HCaptchaSiteKey { get; set; }
         }
+
+        public class StripeSettings
+        {
+            public string ApiKey { get; set; }
+            public int MaxNetworkRetries { get; set; } = 2;
+        }
     }
 }
diff --git a/src/Identity/appsettings.json b/src/Identity/appsettings.json
index edbc1d118..fb3469b5f 100644
--- a/src/Identity/appsettings.json
+++ b/src/Identity/appsettings.json
@@ -3,7 +3,9 @@
     "selfHosted": false,
     "siteName": "Bitwarden",
     "projectName": "Identity",
-    "stripeApiKey": "SECRET",
+    "stripe": {
+      "apiKey": "SECRET"
+    },
     "oidcIdentityClientKey": "SECRET",
     "sqlServer": {
       "connectionString": "SECRET"