diff --git a/HISTORY.md b/HISTORY.md
index 942616e3..ad1d2bac 100644
--- a/HISTORY.md
+++ b/HISTORY.md
@@ -13,6 +13,8 @@ Our backwards-compatibility policy can be found [here](https://github.com/python
 
 ## NEXT
 
+- The tagged union strategy ({func}`configure_tagged_union <cattrs.strategies.configure_tagged_union>`) now also applies to subsets of the configured union, including subsets with an additional `None` member, instead of falling back to the default disambiguation for them.
+  ([#348](https://github.com/python-attrs/cattrs/issues/348))
 - Fix the msgspec converter passing typed deques directly to the encoder, which cannot serialize them. Deques are now unstructured into lists, including when nested in attrs classes or dataclasses.
   ([#818](https://github.com/python-attrs/cattrs/issues/818) [#819](https://github.com/python-attrs/cattrs/pull/819))
 
diff --git a/src/cattrs/strategies/_unions.py b/src/cattrs/strategies/_unions.py
index 52ac6a95..33e06551 100644
--- a/src/cattrs/strategies/_unions.py
+++ b/src/cattrs/strategies/_unions.py
@@ -49,6 +49,9 @@ def configure_tagged_union(
 
     ..  versionchanged:: 25.1
         Type aliases of unions are now also supported.
+    ..  versionchanged:: NEXT
+        Subsets of the configured union (optionally including `None`) now
+        use the tagged strategy too.
     """
     if is_type_alias(union):
         union = union.__value__
@@ -125,6 +128,35 @@ def unstructure_tagged_union(
     converter.register_unstructure_hook(union, unstructure_tagged_union)
     converter.register_structure_hook(union, structure_tagged_union)
 
+    def is_tagged_subset(t: Any) -> bool:
+        """A different union made up only of members of the configured union.
+
+        An additional `None` member is allowed, so optional subsets count too;
+        at least two real members are required, so a plain `Optional[member]`
+        is not claimed.
+        """
+        if not is_union_type(t):
+            return False
+        members = set(t.__args__) - {type(None)}
+        return len(members) >= 2 and members != set(args) and members.issubset(args)
+
+    def structure_tagged_subset(val: dict | None, _: Any) -> union:
+        return None if val is None else structure_tagged_union(val, _)
+
+    def unstructure_tagged_subset(val: union | None) -> dict | None:
+        return None if val is None else unstructure_tagged_union(val)
+
+    # Subsets of the configured union reuse the same hooks: the tag alone
+    # decides the member, and every member of a subset is in `tag_to_hook`.
+    # Direct registrations for a subset (for example, configuring it
+    # separately) take precedence over these factories.
+    converter.register_structure_hook_factory(
+        is_tagged_subset, lambda _: structure_tagged_subset
+    )
+    converter.register_unstructure_hook_factory(
+        is_tagged_subset, lambda _: unstructure_tagged_subset
+    )
+
     for cl in args:
         tag = tag_generator(cl)
         struct_handler = converter.get_structure_hook(cl)
diff --git a/tests/strategies/test_tagged_unions.py b/tests/strategies/test_tagged_unions.py
index ba5ae49b..aa554e0d 100644
--- a/tests/strategies/test_tagged_unions.py
+++ b/tests/strategies/test_tagged_unions.py
@@ -177,3 +177,29 @@ class Top:
 
     data = c.unstructure(Top(u=[B(a="")]), Top)
     c.structure(data, Top)
+
+
+def test_subset_union(converter: BaseConverter) -> None:
+    """Subsets of a configured union use the tagged strategy too."""
+
+    @define
+    class C:
+        a: list
+
+    @define
+    class Container:
+        u: Union[A, B]
+        opt: Optional[Union[A, B]] = None
+
+    configure_tagged_union(Union[A, B, C], converter)
+
+    assert converter.unstructure(B("1"), Union[A, B]) == {"_type": "B", "a": "1"}
+    assert converter.structure({"_type": "B", "a": 1}, Union[A, B]) == B("1")
+
+    assert converter.unstructure(Container(B("1"), A(1))) == {
+        "u": {"_type": "B", "a": "1"},
+        "opt": {"_type": "A", "a": 1},
+    }
+    assert converter.structure(
+        {"u": {"_type": "A", "a": 1}, "opt": None}, Container
+    ) == Container(A(1), None)