diff --git a/.ci/scripts/check_click_for_mypy.py b/.ci/scripts/check_click_for_mypy.py
index 2941277ea..408a7c6af 100755
--- a/.ci/scripts/check_click_for_mypy.py
+++ b/.ci/scripts/check_click_for_mypy.py
@@ -1,12 +1,12 @@
 #!/bin/env python3
 
-from importlib.metadata import version
+from importlib import metadata
 
-from packaging.version import parse
+from packaging.version import Version
 
-click_version = version("click")
-
-if parse(click_version) < parse("8.1.1") or parse(click_version) >= parse("8.2"):
-    print("🚧 Linting with mypy is currently only supported with click~=8.1.1. 🚧")
-    print("🔧 Please run `pip install click~=8.1.1` first. 🔨")
-    exit(1)
+if __name__ == "__main__":
+    click_version = Version(metadata.version("click"))
+    if click_version < Version("8.1.1"):
+        print("🚧 Linting with mypy is currently only supported with click>=8.1.1. 🚧")
+        print("🔧 Please run `pip install click>=8.1.1` first. 🔨")
+        exit(1)
diff --git a/CHANGES/+click_8.2.feature b/CHANGES/+click_8.2.feature
new file mode 100644
index 000000000..7bf1732af
--- /dev/null
+++ b/CHANGES/+click_8.2.feature
@@ -0,0 +1 @@
+Add support for click 8.2.
diff --git a/cookiecutter/ci/{{ cookiecutter.__project_name }}/.ci/scripts/check_click_for_mypy.py b/cookiecutter/ci/{{ cookiecutter.__project_name }}/.ci/scripts/check_click_for_mypy.py
index a905be7ef..408a7c6af 100755
--- a/cookiecutter/ci/{{ cookiecutter.__project_name }}/.ci/scripts/check_click_for_mypy.py	
+++ b/cookiecutter/ci/{{ cookiecutter.__project_name }}/.ci/scripts/check_click_for_mypy.py	
@@ -1,9 +1,12 @@
 #!/bin/env python3
 
-import click
-from packaging.version import parse
+from importlib import metadata
 
-if parse(click.__version__) < parse("8.1.1") or parse(click.__version__) >= parse("8.2"):
-    print("🚧 Linting with mypy is currently only supported with click~=8.1.1. 🚧")
-    print("🔧 Please run `pip install click~=8.1.1` first. 🔨")
-    exit(1)
+from packaging.version import Version
+
+if __name__ == "__main__":
+    click_version = Version(metadata.version("click"))
+    if click_version < Version("8.1.1"):
+        print("🚧 Linting with mypy is currently only supported with click>=8.1.1. 🚧")
+        print("🔧 Please run `pip install click>=8.1.1` first. 🔨")
+        exit(1)
diff --git a/pulpcore/cli/core/task_group.py b/pulpcore/cli/core/task_group.py
index 414006a07..54a8634dd 100644
--- a/pulpcore/cli/core/task_group.py
+++ b/pulpcore/cli/core/task_group.py
@@ -19,7 +19,7 @@
 _ = translation.gettext
 
 
-@pulp_group()
+@pulp_group(name="task-group")
 @pass_pulp_context
 @click.pass_context
 def task_group(ctx: click.Context, pulp_ctx: PulpCLIContext, /) -> None:
diff --git a/pulpcore/cli/rpm/prune.py b/pulpcore/cli/rpm/prune.py
index e48310fc9..e8bc77085 100644
--- a/pulpcore/cli/rpm/prune.py
+++ b/pulpcore/cli/rpm/prune.py
@@ -33,9 +33,7 @@
 @multi_repository_option
 @click.option(
     "--all-repositories",
-    type=bool,
     is_flag=True,
-    show_default=True,
     default=False,
     help=_("Prune *all* repositories accessible to the invoking user."),
 )
@@ -47,9 +45,7 @@
 )
 @click.option(
     "--dry-run",
-    type=bool,
     is_flag=True,
-    show_default=True,
     default=False,
     help=_("Evaluate the prune-status of the specified repositories but DO NOT make any changes."),
 )
@@ -73,7 +69,6 @@ def prune_packages(
 
     You may not specify --all-repositories *and* one or more specific repositories.
     """
-    prune_ctx = PulpRpmPruneContext(pulp_ctx)
     if not (all_repositories or repositories):
         raise PulpException(
             _("at least one --repository, or --all-repositories, must be specified")
@@ -87,5 +82,6 @@ def prune_packages(
         ["*"] if all_repositories else list(repositories)
     )
 
+    prune_ctx = PulpRpmPruneContext(pulp_ctx)
     result = prune_ctx.prune_packages(repos_list, keep_days, dry_run)
     pulp_ctx.output_result(result)
diff --git a/pyproject.toml b/pyproject.toml
index 7fe36b440..278276b67 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -24,7 +24,7 @@ classifiers=[
 ]
 dependencies = [
   "pulp-glue==0.33.0.dev",
-  "click>=8.0.0,<8.2",  # Proven to not do semver.
+  "click>=8.0.0,<8.3",  # Proven to not do semver.
   "PyYAML>=5.3,<6.1",
   "schema>=0.7.5,<0.8",
   "tomli>=2.0.0,<2.1;python_version<'3.11'",
diff --git a/tests/test_help_pages.py b/tests/test_help_pages.py
index 3534ab4c3..5ca7a58d5 100644
--- a/tests/test_help_pages.py
+++ b/tests/test_help_pages.py
@@ -48,7 +48,10 @@ def test_access_help(no_api: None, subtests: SubTests) -> None:
             result = runner.invoke(main, args + ["--help"], catch_exceptions=False)
 
             if result.exit_code == 2:
-                assert "not available in this context" in result.stdout
+                assert (
+                    "not available in this context" in result.stdout
+                    or "not available in this context" in result.stderr
+                )
             else:
                 assert result.exit_code == 0
                 assert result.stdout.startswith("Usage:") or result.stdout.startswith(