diff --git a/.github/workflows/validate.yml b/.github/workflows/validate.yml
index 198fd2c3a..b0e966d16 100644
--- a/.github/workflows/validate.yml
+++ b/.github/workflows/validate.yml
@@ -451,10 +451,10 @@ jobs:
           ref: ${{ github.sha }}
           fetch-depth: 1
 
-      - name: Setup | Install Python ${{ env.COMMON_PYTHON_VERSION }}
+      - name: Setup | Install Python ${{ env.LOWEST_PYTHON_VERSION }}
         uses: actions/setup-python@ece7cb06caefa5fff74198d8649806c4678c61a1  # v6.3.0
         with:
-          python-version: ${{ env.COMMON_PYTHON_VERSION }}
+          python-version: ${{ env.LOWEST_PYTHON_VERSION }}
           cache: 'pip'
 
       - name: Setup | Install dependencies
diff --git a/pyproject.toml b/pyproject.toml
index 8f1071d59..d688ee0e7 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -27,13 +27,13 @@ authors = [
   { name = "codejedi365", email = "codejedi365@gmail.com" },
 ]
 dependencies = [
-  "click ~= 8.1.0",
+  "click >= 8.1.0, < 9.0.0",
   "click-option-group ~= 0.5",
   "gitpython ~= 3.0",
   "requests ~= 2.25",
   "jinja2 ~= 3.1",
   "python-gitlab >= 4.0.0, < 9.0.0",
-  "tomlkit >= 0.13.0, < 0.16.0",
+  "tomlkit ~= 0.13.0",
   "dotty-dict ~= 1.3",
   "importlib-resources ~= 6.0",
   "pydantic ~= 2.0",
@@ -57,7 +57,7 @@ repository = "http://github.com/python-semantic-release/python-semantic-release.
 [project.optional-dependencies]
 build = [
   "build ~= 1.2",
-  "tomlkit >= 0.13.0, < 0.16.0",
+  "tomlkit ~= 0.13.0",
 ]
 docs = [
   "Sphinx ~= 7.4",
@@ -71,7 +71,7 @@ test = [
   "flatdict ~= 4.0",
   "freezegun ~= 1.5",
   "pyyaml ~= 6.0",
-  "pytest ~= 8.3",
+  "pytest >= 8.3, < 10.0",
   "pytest-clarity ~= 1.0",
   "pytest-cov >= 5.0.0, < 8.0.0",
   "pytest-env ~= 1.0",
@@ -84,12 +84,12 @@ test = [
   "requests-mock ~= 1.10",
 ]
 dev = [
-  "pre-commit ~= 4.3",
+  "pre-commit >= 3.5.0, < 5.0.0",
   "tox ~= 4.11",
   "ruff == 0.6.1"
 ]
 mypy = [
-  "mypy == 1.16.1",
+  "mypy >= 1.14.1, < 2.0.0",
   "types-Deprecated ~= 1.2",
   "types-requests ~= 2.32.0",
   "types-pyyaml ~= 6.0",
@@ -173,11 +173,11 @@ commands =
 [testenv:ruff]
 deps = .[dev]
 commands =
-    ruff check . --statistics --output-format=text
+    ruff check . --statistics
 """
 
+
 [tool.mypy]
-python_version = "3.8"
 show_column_numbers = true
 show_error_context = true
 pretty = true
@@ -213,6 +213,7 @@ ignore_missing_imports = true
 module = "dotty_dict"
 ignore_missing_imports = true
 
+
 [tool.ruff]
 line-length = 88
 target-version = "py38"
diff --git a/src/semantic_release/cli/commands/main.py b/src/semantic_release/cli/commands/main.py
index c10d3f647..387893974 100644
--- a/src/semantic_release/cli/commands/main.py
+++ b/src/semantic_release/cli/commands/main.py
@@ -30,8 +30,8 @@
 ]
 
 
-class Cli(click.MultiCommand):
-    """Root MultiCommand for the semantic-release CLI"""
+class Cli(click.Group):
+    """Root Group for the semantic-release CLI"""
 
     class SubCmds(Enum):
         """Subcommand import definitions"""
@@ -42,12 +42,12 @@ class SubCmds(Enum):
         VERSION = f"{__package__}.version"
         PUBLISH = f"{__package__}.publish"
 
-    def list_commands(self, _ctx: click.Context) -> list[str]:
+    def list_commands(self, ctx: click.Context) -> list[str]:  # noqa: ARG002
         # Used for shell-completion
         return [subcmd.lower().replace("_", "-") for subcmd in Cli.SubCmds.__members__]
 
-    def get_command(self, _ctx: click.Context, name: str) -> click.Command | None:
-        subcmd_name = name.lower().replace("-", "_")
+    def get_command(self, ctx: click.Context, cmd_name: str) -> click.Command | None:  # noqa: ARG002
+        subcmd_name = cmd_name.lower().replace("-", "_")
         try:
             subcmd_def: Cli.SubCmds = Cli.SubCmds.__dict__[subcmd_name.upper()]
             module_path = subcmd_def.value
diff --git a/tests/conftest.py b/tests/conftest.py
index 4e78b59b5..90f21339d 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -13,6 +13,7 @@
 from unittest import mock
 
 import pytest
+from click import __version__ as click_version
 from click.testing import CliRunner
 from filelock import FileLock
 from git import Commit, Repo
@@ -193,9 +194,17 @@ def pytest_collection_modifyitems(config: pytest.Config, items: list[pytest.Item
                 item.add_marker(comprehensive_test_skip_marker)
 
 
+def get_cli_runner() -> CliRunner:
+    return (
+        CliRunner()
+        if tuple(map(int, click_version.split("."))) >= (8, 2, 0)
+        else CliRunner(mix_stderr=False)  # type: ignore[call-arg]
+    )
+
+
 @pytest.fixture
 def cli_runner() -> CliRunner:
-    return CliRunner(mix_stderr=False)
+    return get_cli_runner()
 
 
 @pytest.fixture(scope="session")
@@ -211,7 +220,7 @@ def _run_cli(
         # Prevent logs from being propagated to the root logger (pytest)
         logger.propagate = False
 
-        cli_runner = CliRunner(mix_stderr=False)
+        cli_runner = get_cli_runner()
         env_vars = {**clean_os_environment, **(env or {})}
         args = ["-vv", *(argv or [])]
 
diff --git a/tests/e2e/cmd_config/test_generate_config.py b/tests/e2e/cmd_config/test_generate_config.py
index a9db934ea..fe3174d43 100644
--- a/tests/e2e/cmd_config/test_generate_config.py
+++ b/tests/e2e/cmd_config/test_generate_config.py
@@ -51,11 +51,11 @@ def test_generate_config_toml(
 
     # Evaluate: Check that the command ran successfully and that the output matches the expected configuration
     assert_successful_exit_code(result, cli_cmd)
-    assert expected_config_as_str == result.output.strip()
+    assert expected_config_as_str == result.stdout.strip()
 
     # Setup: Write the generated configuration to a file
     config_file = "releaserc.toml"
-    example_project_dir.joinpath(config_file).write_text(result.output)
+    example_project_dir.joinpath(config_file).write_text(result.stdout)
 
     # Act: Validate that the generated config is a valid configuration for PSR
     cli_cmd = [
@@ -93,11 +93,11 @@ def test_generate_config_json(
 
     # Evaluate: Check that the command ran successfully and that the output matches the expected configuration
     assert_successful_exit_code(result, cli_cmd)
-    assert expected_config_as_str == result.output.strip()
+    assert expected_config_as_str == result.stdout.strip()
 
     # Setup: Write the generated configuration to a file
     config_file = "releaserc.json"
-    example_project_dir.joinpath(config_file).write_text(result.output)
+    example_project_dir.joinpath(config_file).write_text(result.stdout)
 
     # Act: Validate that the generated config is a valid configuration for PSR
     cli_cmd = [
@@ -144,7 +144,7 @@ def test_generate_config_pyproject_toml(
 
     # Evaluate: Check that the command ran successfully and that the output matches the expected configuration
     assert_successful_exit_code(result, cli_cmd)
-    assert expected_config_as_str == result.output.strip()
+    assert expected_config_as_str == result.stdout.strip()
 
     # Setup: Write the generated configuration to a file
     example_pyproject_toml.write_text(
@@ -152,7 +152,7 @@ def test_generate_config_pyproject_toml(
             "\n\n",
             [
                 example_pyproject_toml.read_text(encoding="utf-8").strip(),
-                result.output,
+                result.stdout,
             ],
         )
     )
diff --git a/tests/e2e/cmd_version/test_version_build.py b/tests/e2e/cmd_version/test_version_build.py
index 51022da87..40ac74388 100644
--- a/tests/e2e/cmd_version/test_version_build.py
+++ b/tests/e2e/cmd_version/test_version_build.py
@@ -26,27 +26,29 @@
 @pytest.mark.skipif(sys.platform == "win32", reason="Unix only")
 @pytest.mark.parametrize(
     "shell",
-    filter(
-        None,
-        [
-            # because we will actually run the build command in this shell, we must ensure it exists
-            "bash"
-            if list(
-                filter(
-                    lambda sh_exe: Path(sh_exe).exists(),
-                    ("/bin/bash", "/usr/bin/bash", "/usr/local/bin/bash"),
+    list(
+        filter(
+            None,
+            [
+                # because we will actually run the build command in this shell, we must ensure it exists
+                "bash"
+                if list(
+                    filter(
+                        lambda sh_exe: Path(sh_exe).exists(),
+                        ("/bin/bash", "/usr/bin/bash", "/usr/local/bin/bash"),
+                    )
                 )
-            )
-            else "",
-            "zsh"
-            if list(
-                filter(
-                    lambda sh_exe: Path(sh_exe).exists(),
-                    ("/bin/zsh", "/usr/bin/zsh", "/usr/local/bin/zsh"),
+                else "",
+                "zsh"
+                if list(
+                    filter(
+                        lambda sh_exe: Path(sh_exe).exists(),
+                        ("/bin/zsh", "/usr/bin/zsh", "/usr/local/bin/zsh"),
+                    )
                 )
-            )
-            else "",
-        ],
+                else "",
+            ],
+        )
     )
     or ["sh"],
 )
diff --git a/tests/e2e/test_main.py b/tests/e2e/test_main.py
index 4e1df87e0..86d60b57b 100644
--- a/tests/e2e/test_main.py
+++ b/tests/e2e/test_main.py
@@ -9,6 +9,7 @@
 
 import git
 import pytest
+from click import __version__ as click_version
 from click.testing import CliRunner
 from pytest_lazy_fixtures.lazy_fixture import lf as lazy_fixture
 
@@ -65,7 +66,12 @@ def test_main_no_args_passes_w_help_text():
 
     cli_cmd = [MAIN_PROG_NAME]
     result = CliRunner().invoke(main, prog_name=cli_cmd[0])
-    assert_successful_exit_code(result, cli_cmd)
+
+    if tuple(map(int, click_version.split("."))) >= (8, 2, 0):
+        assert_exit_code(2, result, cli_cmd)
+    else:
+        assert_successful_exit_code(result, cli_cmd)
+
     assert "Usage: " in result.output
 
 
diff --git a/tests/util.py b/tests/util.py
index d97e04845..8ddff0a83 100644
--- a/tests/util.py
+++ b/tests/util.py
@@ -51,7 +51,7 @@
     GitCommandWrapperType: TypeAlias = Git
 
 
-def get_func_qual_name(func: Callable) -> str:
+def get_func_qual_name(func: Callable[[Any], Any]) -> str:
     return str.join(".", filter(None, [func.__module__, func.__qualname__]))
 
 
@@ -79,7 +79,7 @@ def assert_successful_exit_code(result: ClickInvokeResult, cli_cmd: list[str]) -
     return assert_exit_code(SUCCESS_EXIT_CODE, result, cli_cmd)
 
 
-def get_full_qualname(callable_obj: Callable) -> str:
+def get_full_qualname(callable_obj: Callable[[Any], Any]) -> str:
     parts = filter(
         None,
         [