diff --git a/src/_locales/en/messages.json b/src/_locales/en/messages.json
index bb084cc4..bddd981f 100755
--- a/src/_locales/en/messages.json
+++ b/src/_locales/en/messages.json
@@ -51,6 +51,13 @@
   "pay_error_notEnoughFunds": {
     "message": "Insufficient funds to complete the payment."
   },
+  "pay_error_outgoingPaymentFailed": {
+    "message": "Payment failed."
+  },
+  "pay_error_outgoingPaymentCompletionLimitReached": {
+    "message": "Payment not finished yet.",
+    "description": "We were polling for completion, but it's not finished yet"
+  },
   "pay_error_invalidReceivers": {
     "message": "At the moment, you cannot pay this website.",
     "description": "We cannot send money (probable cause: un-peered wallets)"
diff --git a/src/background/services/monetization.ts b/src/background/services/monetization.ts
index c2c578d2..25e7e2ec 100644
--- a/src/background/services/monetization.ts
+++ b/src/background/services/monetization.ts
@@ -265,17 +265,38 @@ export class MonetizationService {
 
     const splitAmount = Number(amount) / payableSessions.length;
     // TODO: handle paying across two grants (when one grant doesn't have enough funds)
-    const results = await Promise.allSettled(
+    let results = await Promise.allSettled(
       payableSessions.map((session) => session.pay(splitAmount)),
     );
+    const signal = AbortSignal.timeout(8_000); // can use other signals as well, such as popup closed etc.
+    results = await Promise.allSettled(
+      results.map((e) => {
+        if (e.status !== 'fulfilled') throw e.reason;
+        if (!e.value) return e.value;
+        const outgoingPaymentId = e.value.id;
+        return this.openPaymentsService.outgoingPaymentWaitForCompletion(
+          outgoingPaymentId,
+          { signal, maxAttempts: 10 },
+        );
+      }),
+    );
 
     const totalSentAmount = results
       .filter((e) => e.status === 'fulfilled')
-      .reduce((acc, curr) => acc + BigInt(curr.value?.value ?? 0), 0n);
+      .reduce(
+        (acc, curr) => acc + BigInt(curr.value?.debitAmount?.value ?? 0),
+        0n,
+      );
     if (totalSentAmount === 0n) {
       const isNotEnoughFunds = results
         .filter((e) => e.status === 'rejected')
         .some((e) => isOutOfBalanceError(e.reason));
+      // TODO: If sentAmount is zero in all outgoing payments, and
+      // pay_error_outgoingPaymentCompletionLimitReached, it also likely means
+      // we don't have enough funds.
+      //
+      // TODO: If sentAmount is non-zero but not equal to debitAmount, show
+      // warning that not entire payment went through (yet?)
       if (isNotEnoughFunds) {
         throw new Error(this.t('pay_error_notEnoughFunds'));
       }
diff --git a/src/background/services/openPayments.ts b/src/background/services/openPayments.ts
index 635306f9..43dca4d8 100644
--- a/src/background/services/openPayments.ts
+++ b/src/background/services/openPayments.ts
@@ -32,6 +32,7 @@ import {
   errorWithKeyToJSON,
   getWalletInformation,
   isErrorWithKey,
+  sleep,
   withResolvers,
   type ErrorWithKeyLike,
 } from '@/shared/helpers';
@@ -694,7 +695,7 @@ export class OpenPaymentsService {
             },
             {
               type: 'outgoing-payment',
-              actions: ['create'],
+              actions: ['create', 'read'],
               identifier: walletAddress.id,
               limits: {
                 debitAmount: {
@@ -881,6 +882,43 @@ export class OpenPaymentsService {
     return outgoingPayment;
   }
 
+  async outgoingPaymentWaitForCompletion(
+    outgoingPaymentId: OutgoingPayment['id'],
+    {
+      signal,
+      maxAttempts = 10,
+    }: Partial<{ signal: AbortSignal; maxAttempts: number }> = {},
+  ) {
+    let attempt = 0;
+    let outgoingPayment: undefined | OutgoingPayment;
+    while (++attempt <= maxAttempts) {
+      signal?.throwIfAborted();
+      try {
+        outgoingPayment = await this.client!.outgoingPayment.get({
+          url: outgoingPaymentId,
+          accessToken: this.token.value,
+        });
+        if (outgoingPayment.failed) {
+          throw new ErrorWithKey('pay_error_outgoingPaymentFailed');
+        }
+        if (
+          outgoingPayment.debitAmount.value === outgoingPayment.sentAmount.value
+        ) {
+          return outgoingPayment;
+        }
+        signal?.throwIfAborted();
+        await sleep(1500);
+      } catch (error) {
+        if (isTokenExpiredError(error)) {
+          await this.rotateToken();
+        } else {
+          throw error;
+        }
+      }
+    }
+    throw new ErrorWithKey('pay_error_outgoingPaymentCompletionLimitReached');
+  }
+
   async probeDebitAmount(
     amount: AmountValue,
     incomingPayment: IncomingPayment['id'],
diff --git a/src/background/services/paymentSession.ts b/src/background/services/paymentSession.ts
index a9207185..aaaf1dcb 100644
--- a/src/background/services/paymentSession.ts
+++ b/src/background/services/paymentSession.ts
@@ -421,7 +421,7 @@ export class PaymentSession {
       }
     }
 
-    return outgoingPayment?.debitAmount;
+    return outgoingPayment;
   }
 
   private setAmount(amount: bigint): void {