diff --git a/contracts/Caravan.vy b/contracts/Caravan.vy
index 6cfebd5..72fc9e4 100644
--- a/contracts/Caravan.vy
+++ b/contracts/Caravan.vy
@@ -1,4 +1,4 @@
-# pragma version 0.4.3
+# pragma version >=0.4.3
 """
 @title Caravan
 @license Apache-2.0
diff --git a/contracts/CaravanFactory.vy b/contracts/CaravanFactory.vy
index 721974e..b54905a 100644
--- a/contracts/CaravanFactory.vy
+++ b/contracts/CaravanFactory.vy
@@ -1,4 +1,4 @@
-# @version 0.4.3
+# pragma version >=0.4.3
 """
 @title Caravan Factory
 @license Apache-2.0
diff --git a/contracts/ICaravan.vyi b/contracts/ICaravan.vyi
index 28059b6..0e30262 100644
--- a/contracts/ICaravan.vyi
+++ b/contracts/ICaravan.vyi
@@ -1,4 +1,3 @@
-# pragma version 0.4.3
 struct Call:
     target: address
     value: uint256
diff --git a/pyproject.toml b/pyproject.toml
index c76e257..3da0d55 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -19,6 +19,8 @@ test = [
     "ape-foundry>=0.8.10",
     "ape-solidity>=0.8.5",
     "ape-vyper>=0.8.9",
+    # TODO: remove pin when 0.5.0 is released (also upgrade contract pragma)
+    "vyper==0.5.0a3",
 ]
 dev = [
     "ape-etherscan>=0.8.5",
diff --git a/sdk/py/caravan/settings.py b/sdk/py/caravan/settings.py
index 241b13f..892a708 100644
--- a/sdk/py/caravan/settings.py
+++ b/sdk/py/caravan/settings.py
@@ -7,12 +7,12 @@
 
 # NOTE: This is the deterministic deployment address via CreateX
 FACTORY_DETERMINISTIC_ADDRESS: "AddressType" = (
-    "0x04579FFC45fE10A7901B88EaEc8F4850b847D37c"
+    "0xdb987cC31270E974057DBD259e392Af8485355b5"
 )
 
 # NOTE: This is the deterministic deployment addresses for each version via CreateX
 SINGLETON_DETERMINISTIC_ADDRESSES: dict[str, "AddressType"] = {
-    "1": "0xcA746f8343a6197eD3BCB3DF402366fC338A6396",
+    "1": "0x265A7B39E6D6b68d0018eeFBca364085b1EF92aE",
 }
 
 USER_CACHE_DIR: Path = (