diff --git a/api.saladeaula.digital/app/app.py b/api.saladeaula.digital/app/app.py
index dc5cc74..dee4d8e 100644
--- a/api.saladeaula.digital/app/app.py
+++ b/api.saladeaula.digital/app/app.py
@@ -49,6 +49,7 @@ app.include_router(users.orgs, prefix='/users')
 app.include_router(users.password, prefix='/users')
 app.include_router(orders.router, prefix='/orders')
 app.include_router(orders.checkout, prefix='/orders')
+app.include_router(orders.payment_retries, prefix='/orders')
 app.include_router(orgs.add, prefix='/orgs')
 app.include_router(orgs.address, prefix='/orgs')
 app.include_router(orgs.admins, prefix='/orgs')
diff --git a/api.saladeaula.digital/app/exceptions.py b/api.saladeaula.digital/app/exceptions.py
index f139555..4c22f80 100644
--- a/api.saladeaula.digital/app/exceptions.py
+++ b/api.saladeaula.digital/app/exceptions.py
@@ -14,6 +14,9 @@ class ConflictError(ServiceError):
 class OrderNotFoundError(NotFoundError): ...
 
 
+class OrderConflictError(NotFoundError): ...
+
+
 class UserNotFoundError(NotFoundError): ...
 
 
diff --git a/api.saladeaula.digital/app/routes/courses/__init__.py b/api.saladeaula.digital/app/routes/courses/__init__.py
index 789ec9a..93e3f6b 100644
--- a/api.saladeaula.digital/app/routes/courses/__init__.py
+++ b/api.saladeaula.digital/app/routes/courses/__init__.py
@@ -112,6 +112,7 @@ def sample(course_id: str, s3_uri: Annotated[str, Body(embed=True)]):
     # Send template URI and data to Paperforge API to generate a PDF
     r = requests.post(
         PAPERFORGE_API,
+        timeout=(1, 3),
         json={
             'template_uri': s3_uri,
             'args': {
diff --git a/api.saladeaula.digital/app/routes/orders/__init__.py b/api.saladeaula.digital/app/routes/orders/__init__.py
index 505996a..e3bcbde 100644
--- a/api.saladeaula.digital/app/routes/orders/__init__.py
+++ b/api.saladeaula.digital/app/routes/orders/__init__.py
@@ -11,8 +11,9 @@ from config import ORDER_TABLE
 from exceptions import OrderNotFoundError
 
 from .checkout import router as checkout
+from .payment_retries import router as payment_retries
 
-__all__ = ['checkout']
+__all__ = ['checkout', 'payment_retries']
 
 router = Router()
 dyn = DynamoDBPersistenceLayer(ORDER_TABLE, dynamodb_client)
diff --git a/api.saladeaula.digital/app/routes/orders/payment_retries.py b/api.saladeaula.digital/app/routes/orders/payment_retries.py
new file mode 100644
index 0000000..76b1237
--- /dev/null
+++ b/api.saladeaula.digital/app/routes/orders/payment_retries.py
@@ -0,0 +1,66 @@
+from http import HTTPStatus
+from typing import Annotated
+
+from aws_lambda_powertools.event_handler.api_gateway import Router
+from aws_lambda_powertools.event_handler.exceptions import NotFoundError
+from aws_lambda_powertools.event_handler.openapi.params import Body
+from layercake.dateutils import now, ttl
+from layercake.dynamodb import (
+    DynamoDBPersistenceLayer,
+    KeyPair,
+)
+from layercake.extra_types import CreditCard
+from pydantic import UUID4
+
+from api_gateway import JSONResponse
+from boto3clients import dynamodb_client
+from config import ORDER_TABLE
+from exceptions import OrderConflictError
+
+router = Router()
+dyn = DynamoDBPersistenceLayer(ORDER_TABLE, dynamodb_client)
+
+
+class InvoiceNotFoundError(NotFoundError): ...
+
+
+@router.post('/<order_id>/payment-retries')
+def payment_retries(
+    order_id: str,
+    credit_card: Annotated[CreditCard, Body(embed=True)],
+    invoice_id: Annotated[UUID4 | str, Body(embed=True)],
+    installments: Annotated[int, Body(embed=True)],
+):
+    now_ = now()
+
+    with dyn.transact_writer() as transact:
+        transact.condition(
+            key=KeyPair(order_id, '0'),
+            cond_expr='attribute_exists(sk) AND installments = :installments',
+            expr_attr_values={
+                ':installments': installments,
+            },
+            exc_cls=OrderConflictError,
+        )
+        transact.condition(
+            key=KeyPair(order_id, 'INVOICE'),
+            cond_expr='attribute_exists(sk) AND invoice_id = :invoice_id',
+            expr_attr_values={
+                ':invoice_id': invoice_id,
+            },
+            exc_cls=InvoiceNotFoundError,
+        )
+        transact.put(
+            item={
+                'id': order_id,
+                'sk': 'TRANSACTION',
+                'invoice_id': invoice_id,
+                'credit_card': credit_card.model_dump(),
+                'installments': installments,
+                'ttl': ttl(start_dt=now_, minutes=5),
+                'created_at': now_,
+            },
+            cond_expr='attribute_not_exists(sk)',
+        )
+
+    return JSONResponse(status_code=HTTPStatus.CREATED)
diff --git a/api.saladeaula.digital/tests/routes/orders/test_payment_retries.py b/api.saladeaula.digital/tests/routes/orders/test_payment_retries.py
new file mode 100644
index 0000000..46f9a15
--- /dev/null
+++ b/api.saladeaula.digital/tests/routes/orders/test_payment_retries.py
@@ -0,0 +1,38 @@
+from http import HTTPMethod, HTTPStatus
+
+from layercake.dynamodb import DynamoDBPersistenceLayer, KeyPair
+
+from ...conftest import HttpApiProxy, LambdaContext
+
+
+def test_payment_retries(
+    app,
+    seeds,
+    http_api_proxy: HttpApiProxy,
+    dynamodb_persistence_layer: DynamoDBPersistenceLayer,
+    lambda_context: LambdaContext,
+):
+    r = app.lambda_handler(
+        http_api_proxy(
+            raw_path='/orders/4b23f6f5-5377-476b-b1de-79427c0295f6/payment-retries',
+            method=HTTPMethod.POST,
+            body={
+                'invoice_id': '123',
+                'credit_card': {
+                    'holder_name': 'Sergio R Siqueira',
+                    'number': '4111111111111111',
+                    'exp_month': '01',
+                    'exp_year': '2026',
+                    'cvv': '123',
+                },
+                'installments': 3,
+            },
+        ),
+        lambda_context,
+    )
+    assert r['statusCode'] == HTTPStatus.CREATED
+
+    r = dynamodb_persistence_layer.collection.get_item(
+        KeyPair('4b23f6f5-5377-476b-b1de-79427c0295f6', 'TRANSACTION')
+    )
+    assert r['credit_card']['number'] == '4111111111111111'
diff --git a/api.saladeaula.digital/tests/seeds.jsonl b/api.saladeaula.digital/tests/seeds.jsonl
index 8d6d9e1..68669f4 100644
--- a/api.saladeaula.digital/tests/seeds.jsonl
+++ b/api.saladeaula.digital/tests/seeds.jsonl
@@ -26,6 +26,11 @@
 
 {"id": "orgmembers#f6000f79-6e5c-49a0-952f-3bda330ef278", "sk": "15bacf02-1535-4bee-9022-19d106fd7518"}
 
+// Seeds for Order
+// file: tests/routes/orders/test_payment_retries.py
+{"id": "4b23f6f5-5377-476b-b1de-79427c0295f6", "sk": "0", "installments": 3}
+{"id": "4b23f6f5-5377-476b-b1de-79427c0295f6", "sk": "INVOICE", "invoice_id": "123"}
+
 // Indicies
 // CNPJs
 {"id": "cnpj", "sk": "04978826000180", "org_id": "2a8963fc-4694-4fe2-953a-316d1b10f1f5"}