diff --git a/apps/frontend/src/pages/settings/billing/index.vue b/apps/frontend/src/pages/settings/billing/index.vue
index 94852b1c..4b3fc7a8 100644
--- a/apps/frontend/src/pages/settings/billing/index.vue
+++ b/apps/frontend/src/pages/settings/billing/index.vue
@@ -361,7 +361,14 @@
                       "
                       color="green"
                     >
-                      <button @click="resubscribePyro(subscription.id)">
+                      <button
+                        @click="
+                          resubscribePyro(
+                            subscription.id,
+                            $dayjs(getPyroCharge(subscription).due).isBefore($dayjs()),
+                          )
+                        "
+                      >
                         Resubscribe <RightArrowIcon />
                       </button>
                     </ButtonStyled>
@@ -1098,7 +1105,7 @@ async function fetchCapacityStatuses(serverId, product) {
   }
 }
 
-const resubscribePyro = async (subscriptionId) => {
+const resubscribePyro = async (subscriptionId, wasSuspended) => {
   try {
     await useBaseFetch(`billing/subscription/${subscriptionId}`, {
       internal: true,
@@ -1108,6 +1115,21 @@ const resubscribePyro = async (subscriptionId) => {
       },
     });
     await refresh();
+    if (wasSuspended) {
+      data.$notify({
+        group: "main",
+        title: "Resubscription request submitted",
+        text: "If the server is currently suspended, it may take up to 10 minutes for another charge attempt to be made.",
+        type: "success",
+      });
+    } else {
+      data.$notify({
+        group: "main",
+        title: "Success",
+        text: "Server subscription resubscribed successfully",
+        type: "success",
+      });
+    }
   } catch {
     data.$notify({
       group: "main",
diff --git a/apps/labrinth/src/routes/internal/billing.rs b/apps/labrinth/src/routes/internal/billing.rs
index f2bfe584..b0dc2f58 100644
--- a/apps/labrinth/src/routes/internal/billing.rs
+++ b/apps/labrinth/src/routes/internal/billing.rs
@@ -16,7 +16,7 @@ use crate::queue::session::AuthQueue;
 use crate::routes::ApiError;
 use actix_web::{HttpRequest, HttpResponse, delete, get, patch, post, web};
 use ariadne::ids::base62_impl::{parse_base62, to_base62};
-use chrono::Utc;
+use chrono::{Duration, Utc};
 use rust_decimal::Decimal;
 use rust_decimal::prelude::ToPrimitive;
 use serde::Serialize;
@@ -366,9 +366,12 @@ pub async fn edit_subscription(
         })?;
 
         if let Some(cancelled) = &edit_subscription.cancelled {
-            if open_charge.status != ChargeStatus::Open
-                && open_charge.status != ChargeStatus::Cancelled
-            {
+            if !matches!(
+                open_charge.status,
+                ChargeStatus::Open
+                    | ChargeStatus::Cancelled
+                    | ChargeStatus::Failed
+            ) {
                 return Err(ApiError::InvalidInput(
                     "You may not change the status of this subscription!"
                         .to_string(),
@@ -377,6 +380,9 @@ pub async fn edit_subscription(
 
             if *cancelled {
                 open_charge.status = ChargeStatus::Cancelled;
+            } else if open_charge.status == ChargeStatus::Failed {
+                // Force another resubscription attempt
+                open_charge.last_attempt = Some(Utc::now() - Duration::days(2));
             } else {
                 open_charge.status = ChargeStatus::Open;
             }