diff --git a/.github/workflows/python-package.yml b/.github/workflows/python-package.yml
index 2b9f6376..25c99858 100644
--- a/.github/workflows/python-package.yml
+++ b/.github/workflows/python-package.yml
@@ -21,7 +21,7 @@ jobs:
     steps:
     - uses: actions/checkout@v6
     - name: Set up Python ${{ matrix.python-version }}
-      uses: actions/setup-python@v6
+      uses: actions/setup-python@v7
       with:
         python-version: ${{ matrix.python-version }}
     - name: Install dependencies
diff --git a/.github/workflows/python.yml b/.github/workflows/python.yml
index 3e715705..a28dc59b 100644
--- a/.github/workflows/python.yml
+++ b/.github/workflows/python.yml
@@ -18,7 +18,7 @@ jobs:
     steps:
       - uses: actions/checkout@v6
       - name: Set up Python ${{ matrix.python-version }}
-        uses: actions/setup-python@v6
+        uses: actions/setup-python@v7
         with:
           python-version: ${{ matrix.python-version }}
       - name: Install dependencies
diff --git a/okta/oauth.py b/okta/oauth.py
index 5203cae3..741ee9d8 100644
--- a/okta/oauth.py
+++ b/okta/oauth.py
@@ -79,7 +79,7 @@ def __init__(self, request_executor: Any, config: Dict[str, Any]) -> None:
                 )
                 raise ValueError(
                     "DPoP requires 'pycryptodomex' and 'jwcrypto' libraries. "
-                    "Install with: pip install pycryptodomex>=3.23.0 jwcrypto>=1.5.6"
+                    "Install with: pip install pycryptodomex>=3.23.0 jwcrypto>=1.5.8"
                 ) from error
 
             try:
diff --git a/openapi/templates/okta/oauth.mustache b/openapi/templates/okta/oauth.mustache
index 5203cae3..741ee9d8 100644
--- a/openapi/templates/okta/oauth.mustache
+++ b/openapi/templates/okta/oauth.mustache
@@ -79,7 +79,7 @@ class OAuth:
                 )
                 raise ValueError(
                     "DPoP requires 'pycryptodomex' and 'jwcrypto' libraries. "
-                    "Install with: pip install pycryptodomex>=3.23.0 jwcrypto>=1.5.6"
+                    "Install with: pip install pycryptodomex>=3.23.0 jwcrypto>=1.5.8"
                 ) from error
 
             try:
diff --git a/openapi/templates/pyproject.mustache b/openapi/templates/pyproject.mustache
index e75d2b50..b3d8121e 100644
--- a/openapi/templates/pyproject.mustache
+++ b/openapi/templates/pyproject.mustache
@@ -13,9 +13,9 @@ include = ["{{packageName}}/py.typed"]
 python = "^3.9"
 
 urllib3 = ">= 1.25.3"
-python-dateutil = ">=2.8.2"
+python-dateutil = ">=2.9.0.post0"
 {{#asyncio}}
-aiohttp = ">= 3.8.4"
+aiohttp = ">= 3.14.3"
 aiohttp-retry = ">= 2.8.3"
 {{/asyncio}}
 {{#tornado}}
@@ -25,14 +25,14 @@ tornado = ">=4.2,<5"
 pem = ">= 19.3.0"
 pycryptodome = ">= 3.9.0"
 {{/hasHttpSignatureMethods}}
-pydantic = ">=2"
+pydantic = ">=2.11.3"
 typing-extensions = ">=4.7.1"
 
 [tool.poetry.dev-dependencies]
 pytest = ">=9.0.3"
 tox = ">=4.30.3"
 flake8 = ">=7.3.0"
-types-python-dateutil = ">=2.8.19.14"
+types-python-dateutil = ">=2.8.19"
 mypy = "1.4.1"
 
 
diff --git a/openapi/templates/requirements.mustache b/openapi/templates/requirements.mustache
index 9c0184e4..62b0ba52 100644
--- a/openapi/templates/requirements.mustache
+++ b/openapi/templates/requirements.mustache
@@ -1,22 +1,22 @@
 aenum==3.1.17
-aiohttp==3.13.5
+aiohttp==3.14.3
 blinker==1.9.0
-jwcrypto==1.5.7
+jwcrypto==1.5.8
 pycryptodomex==3.23.0
 pydantic==2.11.3
 pydash==8.0.6
-PyJWT==2.12.1
+PyJWT==2.13.0
 python-dateutil==2.9.0.post0
 PyYAML==6.0.3
-requests==2.33.0
+requests==2.34.2
 xmltodict==1.0.4
 
 # Development & Testing Tools
 flake8==7.3.0
-pyfakefs==5.10.2
+pyfakefs==6.2.0
 pytest==9.0.3
-pytest-asyncio==1.3.0
+pytest-asyncio==1.4.0
 pytest-mock==3.15.1
 pytest-recording==0.13.4
 tox==4.30.3
-twine==6.2.0
+twine==7.0.0
diff --git a/openapi/templates/setup.mustache b/openapi/templates/setup.mustache
index 62ec5574..1f0b7479 100644
--- a/openapi/templates/setup.mustache
+++ b/openapi/templates/setup.mustache
@@ -34,16 +34,16 @@ NAME = "okta"
 PYTHON_REQUIRES = ">=3.10"
 REQUIRES = [
     "aenum >= 3.1.17",
-    "aiohttp >= 3.13.5",
+    "aiohttp >= 3.14.3",
     "blinker >= 1.9.0",
-    'jwcrypto >= 1.5.7',
+    'jwcrypto >= 1.5.8',
     "pycryptodomex >= 3.23.0",
     "pydantic >= 2.11.3",
     "pydash >= 8.0.6",
-    "PyJWT >= 2.12.1",
+    "PyJWT >= 2.13.0",
     "python-dateutil >= 2.9.0.post0",
     "PyYAML >= 6.0.3",
-    "requests >= 2.33.0",
+    "requests >= 2.34.2",
     "xmltodict >= 1.0.4",
 ]
 
@@ -78,7 +78,7 @@ setup(
     keywords=["OpenAPI", "OpenAPI-Generator", "Okta Admin Management"],
     install_requires=REQUIRES,
     extras_require={
-        "images": ["pillow >= 9.0.0, < 12"],
+        "images": ["pillow >= 9.0.0, < 13"],
     },
     packages=find_packages(exclude=["test", "tests"]),
     include_package_data=True,
diff --git a/openapi/templates/test-requirements.mustache b/openapi/templates/test-requirements.mustache
index e4d58e25..344fbab6 100644
--- a/openapi/templates/test-requirements.mustache
+++ b/openapi/templates/test-requirements.mustache
@@ -1,5 +1,5 @@
 pytest~=9.0.3
 pytest-cov>=7.1.0
-pytest-randomly>=4.0.1
+pytest-randomly>=4.1.0
 mypy>=1.4.1
 types-python-dateutil>=2.8.19
diff --git a/pyproject.toml b/pyproject.toml
index b311eaad..45102b4b 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -10,18 +10,18 @@ keywords = ["OpenAPI", "OpenAPI-Generator", "Okta Admin Management"]
 include = ["okta/py.typed"]
 
 [tool.poetry.dependencies]
-python = "^3.9"
+python = "^3.10"
 
 urllib3 = ">= 1.25.3"
-python-dateutil = ">=2.8.2"
-pydantic = ">=2"
+python-dateutil = ">=2.9.0.post0"
+pydantic = ">=2.11.3"
 typing-extensions = ">=4.7.1"
 
 [tool.poetry.dev-dependencies]
 pytest = ">=9.0.3"
 tox = ">=4.30.3"
 flake8 = ">=7.3.0"
-types-python-dateutil = ">=2.8.19.14"
+types-python-dateutil = ">=2.8.19"
 mypy = "1.4.1"
 
 
diff --git a/requirements.txt b/requirements.txt
index 9c0184e4..efcf0a22 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -1,21 +1,21 @@
 aenum==3.1.17
-aiohttp==3.13.5
+aiohttp==3.14.3
 blinker==1.9.0
-jwcrypto==1.5.7
+jwcrypto==1.5.8
 pycryptodomex==3.23.0
 pydantic==2.11.3
 pydash==8.0.6
-PyJWT==2.12.1
+PyJWT==2.13.0
 python-dateutil==2.9.0.post0
 PyYAML==6.0.3
-requests==2.33.0
+requests==2.34.2
 xmltodict==1.0.4
 
 # Development & Testing Tools
 flake8==7.3.0
-pyfakefs==5.10.2
+pyfakefs==6.2.0
 pytest==9.0.3
-pytest-asyncio==1.3.0
+pytest-asyncio==1.4.0
 pytest-mock==3.15.1
 pytest-recording==0.13.4
 tox==4.30.3
diff --git a/setup.py b/setup.py
index 62ec5574..1f0b7479 100644
--- a/setup.py
+++ b/setup.py
@@ -34,16 +34,16 @@
 PYTHON_REQUIRES = ">=3.10"
 REQUIRES = [
     "aenum >= 3.1.17",
-    "aiohttp >= 3.13.5",
+    "aiohttp >= 3.14.3",
     "blinker >= 1.9.0",
-    'jwcrypto >= 1.5.7',
+    'jwcrypto >= 1.5.8',
     "pycryptodomex >= 3.23.0",
     "pydantic >= 2.11.3",
     "pydash >= 8.0.6",
-    "PyJWT >= 2.12.1",
+    "PyJWT >= 2.13.0",
     "python-dateutil >= 2.9.0.post0",
     "PyYAML >= 6.0.3",
-    "requests >= 2.33.0",
+    "requests >= 2.34.2",
     "xmltodict >= 1.0.4",
 ]
 
@@ -78,7 +78,7 @@ def get_version():
     keywords=["OpenAPI", "OpenAPI-Generator", "Okta Admin Management"],
     install_requires=REQUIRES,
     extras_require={
-        "images": ["pillow >= 9.0.0, < 12"],
+        "images": ["pillow >= 9.0.0, < 13"],
     },
     packages=find_packages(exclude=["test", "tests"]),
     include_package_data=True,
diff --git a/test-requirements.txt b/test-requirements.txt
index e4d58e25..344fbab6 100644
--- a/test-requirements.txt
+++ b/test-requirements.txt
@@ -1,5 +1,5 @@
 pytest~=9.0.3
 pytest-cov>=7.1.0
-pytest-randomly>=4.0.1
+pytest-randomly>=4.1.0
 mypy>=1.4.1
 types-python-dateutil>=2.8.19