diff --git a/Model/Observer/HoldPlacedOrderObserver.php b/Model/Observer/HoldPlacedOrderObserver.php
new file mode 100644
index 0000000..f5a1e4b
--- /dev/null
+++ b/Model/Observer/HoldPlacedOrderObserver.php
@@ -0,0 +1,27 @@
+<?php
+
+declare(strict_types=1);
+
+namespace Astound\Affirm\Model\Observer;
+
+use Astound\Affirm\Service\PlacedOrderHolder;
+
+use Magento\Framework\Event\Observer;
+use Magento\Framework\Event\ObserverInterface;
+use Magento\Sales\Api\Data\OrderInterface;
+
+class HoldPlacedOrderObserver implements ObserverInterface
+{
+    public function __construct(
+        private PlacedOrderHolder $placedOrderHolder
+    ) {
+    }
+
+    public function execute(Observer $observer): void
+    {
+        /** @var OrderInterface $order */
+        $order = $observer->getEvent()->getOrder();
+
+        $this->placedOrderHolder->hold($order);
+    }
+}
diff --git a/Plugin/OrderCancellation.php b/Plugin/OrderCancellation.php
new file mode 100644
index 0000000..99d070a
--- /dev/null
+++ b/Plugin/OrderCancellation.php
@@ -0,0 +1,127 @@
+<?php
+
+declare(strict_types=1);
+
+namespace Astound\Affirm\Plugin;
+
+use Astound\Affirm\Service\PlacedOrderHolder;
+
+use Closure;
+use Magento\Quote\Api\CartManagementInterface;
+use Magento\Quote\Api\CartRepositoryInterface;
+use Magento\Quote\Api\Data\PaymentInterface;
+use Magento\Sales\Api\OrderRepositoryInterface;
+use Magento\Sales\Model\Order\CreditmemoFactory;
+use RuntimeException;
+
+class OrderCancellation
+{
+    /**
+     * @param \Magento\Quote\Api\CartRepositoryInterface $quoteRepository 
+     * @param \Magento\Sales\Api\OrderRepositoryInterface $orderRepository 
+     * @param \Astound\Affirm\Service\PlacedOrderHolder\PlacedOrderHolder $placedOrderHolder 
+     * @param \Magento\Sales\Model\Order\CreditmemoFactory $creditmemoFactory 
+     */
+    public function __construct(
+        private CartRepositoryInterface $quoteRepository,
+        private OrderRepositoryInterface $orderRepository,
+        private PlacedOrderHolder $placedOrderHolder,
+        private CreditmemoFactory $creditmemoFactory
+    ) {
+    }
+
+    public function aroundPlaceOrder(
+        CartManagementInterface $subject,
+        Closure $proceed,
+        int $cartId,
+        PaymentInterface $payment = null
+    ): int {
+        try {
+            return (int)$proceed($cartId, $payment);
+        } catch (\Throwable $e) {
+            $quote = $this->quoteRepository->get((int) $cartId);
+
+            $payment = $quote->getPayment();
+
+            // Abort if the payment method is not relevant.
+            if ($payment->getMethod() !== 'affirm_gateway') {
+                throw $e;
+            }
+
+            $errorMessagePrefix = 'Unable to cancel payment: ';
+
+            /** @var \Magento\Sales\Model\Order|null */
+            $order = $this->placedOrderHolder->retrieve();
+
+            // Abort if the order object is not available
+            if (!$order) {
+                throw new RuntimeException(
+                    $errorMessagePrefix . "Order data unavailable. Reserved order ID: {$quote->getReservedOrderId()}",
+                    $e->getCode(),
+                    $e
+                );
+            }
+
+            // Abort if the order object is not relevant for transaction.
+            if ($order->getIncrementId() !== $quote->getReservedOrderId()) {
+                throw new RuntimeException(
+                    $errorMessagePrefix . "Available order data ({$order->getIncrementId()}, {$order->getId()}) doesn't match the quote value: {$quote->getReservedOrderId()}",
+                    $e->getCode(),
+                    $e
+                );
+            }
+
+            // Cancel the order in case when it was saved.
+            if ($order->getId()) {
+                $order->cancel();
+
+                $this->orderRepository->save($order);
+
+                throw $e;
+            }
+
+            /** @var \Magento\Sales\Model\Order\Payment|null */
+            $orderPayment = $order->getPayment();
+
+            // Abort if the order lacks payment information.
+            if (!$orderPayment) {
+                throw $e;
+            }
+
+            $methodInstance = $orderPayment->getMethodInstance();
+            $methodInstance->setStore($order->getStoreId());
+
+            $errorMessage = "";
+
+            if (!$methodInstance->canRefund()) {
+                $errorMessage = "Transaction can not be refunded.";
+            }
+
+            if (!$orderPayment->getCreatedTransaction()) {
+                $errorMessage = "Transaction information is missing.";
+            }
+
+            if (!$orderPayment->getCreatedInvoice()) {
+                $errorMessage = "Invoice is missing.";
+            }
+
+            if ($errorMessage) {
+                throw new RuntimeException(
+                    $errorMessagePrefix . $errorMessage,
+                    $e->getCode(),
+                    $e
+                );
+            }
+
+            $creditmemo = $this->creditmemoFactory->createByOrder($order);
+            $creditmemo->setInvoice($orderPayment->getCreatedInvoice());
+
+            $orderPayment->setCreditmemo($creditmemo);
+            $orderPayment->setParentTransactionId($orderPayment->getCreatedTransaction()->getTxnId());
+
+            $methodInstance->refund($orderPayment, $orderPayment->getAmountPaid());
+
+            throw $e;
+        }
+    }
+}
diff --git a/Service/PlacedOrderHolder.php b/Service/PlacedOrderHolder.php
new file mode 100644
index 0000000..d55710a
--- /dev/null
+++ b/Service/PlacedOrderHolder.php
@@ -0,0 +1,26 @@
+<?php
+
+declare(strict_types=1);
+
+namespace Astound\Affirm\Service;
+
+use Magento\Sales\Api\Data\OrderInterface;
+
+class PlacedOrderHolder
+{
+    private ?OrderInterface $order = null;
+
+    public function hold(OrderInterface $order): void
+    {
+        if ($this->order) {
+            throw new \DomainException('Order is already held');
+        }
+
+        $this->order = $order;
+    }
+
+    public function retrieve(): ?OrderInterface
+    {
+        return $this->order;
+    }
+}
diff --git a/etc/di.xml b/etc/di.xml
index b040202..ac5965b 100644
--- a/etc/di.xml
+++ b/etc/di.xml
@@ -321,6 +321,10 @@
         <plugin name="SaveInvoiceAmountToCapture" type="Astound\Affirm\Plugin\SaveInvoiceAmountToCapture" sortOrder="1" />
     </type>
 
+    <type name="Magento\Quote\Api\CartManagementInterface">
+        <plugin name="OrderCancellation" type="Astound\Affirm\Plugin\OrderCancellation"/>
+    </type>
+
     <!-- Logger -->
     <type name="Astound\Affirm\Logger\Handler">
         <arguments>
diff --git a/etc/events.xml b/etc/events.xml
index 808bddb..3b0508d 100644
--- a/etc/events.xml
+++ b/etc/events.xml
@@ -16,4 +16,8 @@
     <event name="customer_address_format">
         <observer name="affirm_missing_region" instance="Astound\Affirm\Model\Observer\AddressFormat" />
     </event>
+    <event name="sales_order_place_before">
+        <observer name="affirm_sales_order_place_before"
+            instance="Astound\Affirm\Model\Observer\HoldPlacedOrderObserver" />
+    </event>
 </config>