diff --git a/python/diff-nautobot-understack/pyproject.toml b/python/diff-nautobot-understack/pyproject.toml
index 8d4442564..325937074 100644
--- a/python/diff-nautobot-understack/pyproject.toml
+++ b/python/diff-nautobot-understack/pyproject.toml
@@ -12,7 +12,7 @@ dependencies = [
     "openstacksdk>=4.2.0,<5",
     "keystoneauth-websso>=0.2.0,<0.3",
     "diffsync>=2.0.1,<3",
-    "typer>=0.19,<0.20",
+    "typer>=0.20,<0.21",
     "pydantic-settings>=2.7.1,<3",
 ]
 license = {text="Apache-2.0"}
diff --git a/python/diff-nautobot-understack/uv.lock b/python/diff-nautobot-understack/uv.lock
index 2d409ac24..75425b490 100644
--- a/python/diff-nautobot-understack/uv.lock
+++ b/python/diff-nautobot-understack/uv.lock
@@ -294,7 +294,7 @@ requires-dist = [
     { name = "keystoneauth-websso", specifier = ">=0.2.0,<0.3" },
     { name = "openstacksdk", specifier = ">=4.2.0,<5" },
     { name = "pydantic-settings", specifier = ">=2.7.1,<3" },
-    { name = "typer", specifier = ">=0.19,<0.20" },
+    { name = "typer", specifier = ">=0.20,<0.21" },
 ]
 
 [package.metadata.requires-dev]
@@ -886,7 +886,7 @@ wheels = [
 
 [[package]]
 name = "typer"
-version = "0.19.2"
+version = "0.20.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "click" },
@@ -894,9 +894,9 @@ dependencies = [
     { name = "shellingham" },
     { name = "typing-extensions" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/21/ca/950278884e2ca20547ff3eb109478c6baf6b8cf219318e6bc4f666fad8e8/typer-0.19.2.tar.gz", hash = "sha256:9ad824308ded0ad06cc716434705f691d4ee0bfd0fb081839d2e426860e7fdca", size = 104755, upload-time = "2025-09-23T09:47:48.256Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/8f/28/7c85c8032b91dbe79725b6f17d2fffc595dff06a35c7a30a37bef73a1ab4/typer-0.20.0.tar.gz", hash = "sha256:1aaf6494031793e4876fb0bacfa6a912b551cf43c1e63c800df8b1a866720c37", size = 106492, upload-time = "2025-10-20T17:03:49.445Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/00/22/35617eee79080a5d071d0f14ad698d325ee6b3bf824fc0467c03b30e7fa8/typer-0.19.2-py3-none-any.whl", hash = "sha256:755e7e19670ffad8283db353267cb81ef252f595aa6834a0d1ca9312d9326cb9", size = 46748, upload-time = "2025-09-23T09:47:46.777Z" },
+    { url = "https://files.pythonhosted.org/packages/78/64/7713ffe4b5983314e9d436a90d5bd4f63b6054e2aca783a3cfc44cb95bbf/typer-0.20.0-py3-none-any.whl", hash = "sha256:5b463df6793ec1dca6213a3cf4c0f03bc6e322ac5e16e13ddd622a889489784a", size = 47028, upload-time = "2025-10-20T17:03:47.617Z" },
 ]
 
 [[package]]