diff --git a/setup.cfg b/setup.cfg
index 53d60a72..3073d0dc 100644
--- a/setup.cfg
+++ b/setup.cfg
@@ -40,6 +40,7 @@ install_requires=
     readme_renderer >= 21.0
     requests >= 2.20
     requests-toolbelt >= 0.8.0, != 0.9.0
+    urllib3 >= 1.26.0
     tqdm >= 4.14
     importlib_metadata >= 3.6
     keyring >= 15.1
diff --git a/twine/cli.py b/twine/cli.py
index 5f7162db..f65bc035 100644
--- a/twine/cli.py
+++ b/twine/cli.py
@@ -14,8 +14,8 @@
 import argparse
 from typing import Any, List, Tuple
 
-from importlib_metadata import entry_points
-from importlib_metadata import version
+import importlib_metadata
+from packaging import requirements
 
 import twine
 
@@ -23,14 +23,9 @@
 
 
 def list_dependencies_and_versions() -> List[Tuple[str, str]]:
-    deps = (
-        "importlib_metadata",
-        "pkginfo",
-        "requests",
-        "requests-toolbelt",
-        "tqdm",
-    )
-    return [(dep, version(dep)) for dep in deps]  # type: ignore[no-untyped-call] # python/importlib_metadata#288  # noqa: E501
+    requires = importlib_metadata.requires("twine")  # type: ignore[no-untyped-call] # python/importlib_metadata#288  # noqa: E501
+    deps = [requirements.Requirement(r).name for r in requires]
+    return [(dep, importlib_metadata.version(dep)) for dep in deps]  # type: ignore[no-untyped-call] # python/importlib_metadata#288  # noqa: E501
 
 
 def dep_versions() -> str:
@@ -40,7 +35,9 @@ def dep_versions() -> str:
 
 
 def dispatch(argv: List[str]) -> Any:
-    registered_commands = entry_points(group="twine.registered_commands")
+    registered_commands = importlib_metadata.entry_points(
+        group="twine.registered_commands"
+    )
     parser = argparse.ArgumentParser(prog="twine")
     parser.add_argument(
         "--version",
diff --git a/twine/repository.py b/twine/repository.py
index a0164fa5..087a2f31 100644
--- a/twine/repository.py
+++ b/twine/repository.py
@@ -77,19 +77,13 @@ def __init__(
 
     @staticmethod
     def _make_adapter_with_retries() -> adapters.HTTPAdapter:
-        retry_kwargs = dict(
+        retry = urllib3.Retry(
+            allowed_methods=["GET"],
             connect=5,
             total=10,
             status_forcelist=[500, 501, 502, 503],
         )
 
-        try:
-            retry = urllib3.Retry(allowed_methods=["GET"], **retry_kwargs)
-        except TypeError:  # pragma: no cover
-            # Avoiding DeprecationWarning starting in urllib3 1.26
-            # Remove when that's the mininum version
-            retry = urllib3.Retry(method_whitelist=["GET"], **retry_kwargs)
-
         return adapters.HTTPAdapter(max_retries=retry)
 
     @staticmethod