diff --git a/src/shared/utils/env.ts b/src/shared/utils/env.ts
index 3db48dcb..85aaf3b9 100644
--- a/src/shared/utils/env.ts
+++ b/src/shared/utils/env.ts
@@ -115,6 +115,8 @@ export const env = createEnv({
       .number()
       .gt(0.0, "scaling factor must be greater than 0")
       .default(1.0),
+    // Retry prepareUserOp errors instead of immediately failing the transaction
+    EXPERIMENTAL__RETRY_PREPARE_USEROP_ERRORS: boolEnvSchema(false),
   },
   clientPrefix: "NEVER_USED",
   client: {},
@@ -169,6 +171,8 @@ export const env = createEnv({
       process.env.EXPERIMENTAL__MINE_WORKER_MAX_POLL_INTERVAL_SECONDS,
     EXPERIMENTAL__MINE_WORKER_POLL_INTERVAL_SCALING_FACTOR:
       process.env.EXPERIMENTAL__MINE_WORKER_POLL_INTERVAL_SCALING_FACTOR,
+    EXPERIMENTAL__RETRY_PREPARE_USEROP_ERRORS:
+      process.env.EXPERIMENTAL__RETRY_PREPARE_USEROP_ERRORS,
     SEND_WEBHOOK_QUEUE_CONCURRENCY: process.env.SEND_WEBHOOK_QUEUE_CONCURRENCY,
   },
   onValidationError: (error: ZodError) => {
diff --git a/src/worker/tasks/send-transaction-worker.ts b/src/worker/tasks/send-transaction-worker.ts
index 21615b5a..2530eea4 100644
--- a/src/worker/tasks/send-transaction-worker.ts
+++ b/src/worker/tasks/send-transaction-worker.ts
@@ -295,12 +295,19 @@ const _sendUserOp = async (
     });
   } catch (error) {
     const errorMessage = wrapError(error, "Bundler").message;
+    job.log(`Failed to populate transaction: ${errorMessage}`);
+    
+    // If retry is enabled for prepareUserOp errors, throw to trigger job retry
+    if (env.EXPERIMENTAL__RETRY_PREPARE_USEROP_ERRORS) {
+      throw error;
+    }
+    
+    // Otherwise, return errored transaction as before
     const erroredTransaction: ErroredTransaction = {
       ...queuedTransaction,
       status: "errored",
       errorMessage,
     };
-    job.log(`Failed to populate transaction: ${errorMessage}`);
     return erroredTransaction;
   }
 
@@ -356,12 +363,19 @@ const _sendUserOp = async (
     const errorMessage = `${
       wrapError(error, "Bundler").message
     } Failed to sign prepared userop`;
+    job.log(`Failed to sign userop: ${errorMessage}`);
+    
+    // If retry is enabled for prepareUserOp errors, throw to trigger job retry
+    if (env.EXPERIMENTAL__RETRY_PREPARE_USEROP_ERRORS) {
+      throw error;
+    }
+    
+    // Otherwise, return errored transaction as before
     const erroredTransaction: ErroredTransaction = {
       ...queuedTransaction,
       status: "errored",
       errorMessage,
     };
-    job.log(`Failed to sign userop: ${errorMessage}`);
     return erroredTransaction;
   }
 
@@ -383,12 +397,19 @@ const _sendUserOp = async (
     const errorMessage = `${
       wrapError(error, "Bundler").message
     } Failed to bundle userop`;
+    job.log(`Failed to bundle userop: ${errorMessage}`);
+    
+    // If retry is enabled for prepareUserOp errors, throw to trigger job retry
+    if (env.EXPERIMENTAL__RETRY_PREPARE_USEROP_ERRORS) {
+      throw error;
+    }
+    
+    // Otherwise, return errored transaction as before
     const erroredTransaction: ErroredTransaction = {
       ...queuedTransaction,
       status: "errored",
       errorMessage,
     };
-    job.log(`Failed to bundle userop: ${errorMessage}`);
     return erroredTransaction;
   }