diff --git a/lib/crewai/src/crewai/flow/flow.py b/lib/crewai/src/crewai/flow/flow.py
index b363ebc714..439a40524e 100644
--- a/lib/crewai/src/crewai/flow/flow.py
+++ b/lib/crewai/src/crewai/flow/flow.py
@@ -45,6 +45,7 @@
     BeforeValidator,
     ConfigDict,
     Field,
+    PlainSerializer,
     PrivateAttr,
     SerializeAsAny,
     ValidationError,
@@ -157,6 +158,37 @@ def _resolve_persistence(value: Any) -> Any:
     return value
 
 
+_INITIAL_STATE_CLASS_MARKER = "__crewai_pydantic_class_schema__"
+
+
+def _serialize_initial_state(value: Any) -> Any:
+    """Make ``initial_state`` safe for JSON checkpoint serialization.
+
+    ``BaseModel`` class refs are emitted as their JSON schema under a sentinel
+    marker key so deserialization can round-trip them back to a class.
+    ``BaseModel`` instances are dumped to JSON (round-trip as plain dicts,
+    which ``_create_initial_state`` accepts). Bare ``type`` values that are
+    not ``BaseModel`` subclasses (e.g. ``dict``) are dropped since they
+    can't be represented in JSON.
+    """
+    if isinstance(value, type):
+        if issubclass(value, BaseModel):
+            return {_INITIAL_STATE_CLASS_MARKER: value.model_json_schema()}
+        return None
+    if isinstance(value, BaseModel):
+        return value.model_dump(mode="json")
+    return value
+
+
+def _deserialize_initial_state(value: Any) -> Any:
+    """Rehydrate a class ref serialized by :func:`_serialize_initial_state`."""
+    if isinstance(value, dict) and _INITIAL_STATE_CLASS_MARKER in value:
+        from crewai.utilities.pydantic_schema_utils import create_model_from_schema
+
+        return create_model_from_schema(value[_INITIAL_STATE_CLASS_MARKER])
+    return value
+
+
 class FlowState(BaseModel):
     """Base model for all flow states, ensuring each state has a unique ID."""
 
@@ -908,7 +940,11 @@ class Flow(BaseModel, Generic[T], metaclass=FlowMeta):
 
     entity_type: Literal["flow"] = "flow"
 
-    initial_state: Any = Field(default=None)
+    initial_state: Annotated[  # type: ignore[type-arg]
+        type[BaseModel] | type[dict] | dict[str, Any] | BaseModel | None,
+        BeforeValidator(_deserialize_initial_state),
+        PlainSerializer(_serialize_initial_state, return_type=Any, when_used="json"),
+    ] = Field(default=None)
     name: str | None = Field(default=None)
     tracing: bool | None = Field(default=None)
     stream: bool = Field(default=False)
diff --git a/lib/crewai/tests/test_checkpoint.py b/lib/crewai/tests/test_checkpoint.py
index d92a24803c..525e3ca3bc 100644
--- a/lib/crewai/tests/test_checkpoint.py
+++ b/lib/crewai/tests/test_checkpoint.py
@@ -11,11 +11,12 @@
 from unittest.mock import MagicMock, patch
 
 import pytest
+from pydantic import BaseModel
 
 from crewai.agent.core import Agent
 from crewai.agents.agent_builder.base_agent import BaseAgent
 from crewai.crew import Crew
-from crewai.flow.flow import Flow, start
+from crewai.flow.flow import _INITIAL_STATE_CLASS_MARKER, Flow, start
 from crewai.state.checkpoint_config import CheckpointConfig
 from crewai.state.checkpoint_listener import (
     _find_checkpoint,
@@ -310,6 +311,65 @@ def test_fork_no_checkpoint_id_unique(self) -> None:
         assert state._branch != first
 
 
+class TestFlowInitialStateSerialization:
+    """Regression tests for checkpoint serialization of ``Flow.initial_state``."""
+
+    def test_class_ref_serializes_as_schema(self) -> None:
+        class MyState(BaseModel):
+            id: str = "x"
+            foo: str = "bar"
+
+        flow = Flow(initial_state=MyState)
+        state = RuntimeState(root=[flow])
+        dumped = json.loads(state.model_dump_json())
+        entity = dumped["entities"][0]
+        wrapped = entity["initial_state"]
+        assert isinstance(wrapped, dict)
+        assert _INITIAL_STATE_CLASS_MARKER in wrapped
+        assert wrapped[_INITIAL_STATE_CLASS_MARKER].get("title") == "MyState"
+
+    def test_class_ref_round_trips_to_basemodel_subclass(self) -> None:
+        class MyState(BaseModel):
+            id: str = "x"
+            foo: str = "bar"
+
+        flow = Flow(initial_state=MyState)
+        raw = RuntimeState(root=[flow]).model_dump_json()
+        restored = RuntimeState.model_validate_json(
+            raw, context={"from_checkpoint": True}
+        )
+        rehydrated = restored.root[0].initial_state
+        assert isinstance(rehydrated, type)
+        assert issubclass(rehydrated, BaseModel)
+        assert set(rehydrated.model_fields.keys()) == {"id", "foo"}
+
+    def test_instance_serializes_as_values(self) -> None:
+        class MyState(BaseModel):
+            id: str = "x"
+            foo: str = "bar"
+
+        flow = Flow(initial_state=MyState(foo="baz"))
+        state = RuntimeState(root=[flow])
+        dumped = json.loads(state.model_dump_json())
+        entity = dumped["entities"][0]
+        assert entity["initial_state"] == {"id": "x", "foo": "baz"}
+
+    def test_dict_passthrough(self) -> None:
+        flow = Flow(initial_state={"id": "x", "foo": "bar"})
+        state = RuntimeState(root=[flow])
+        dumped = json.loads(state.model_dump_json())
+        entity = dumped["entities"][0]
+        assert entity["initial_state"] == {"id": "x", "foo": "bar"}
+
+    def test_dict_round_trips_as_dict(self) -> None:
+        flow = Flow(initial_state={"id": "x", "foo": "bar"})
+        raw = RuntimeState(root=[flow]).model_dump_json()
+        restored = RuntimeState.model_validate_json(
+            raw, context={"from_checkpoint": True}
+        )
+        assert restored.root[0].initial_state == {"id": "x", "foo": "bar"}
+
+
 # ---------- JsonProvider forking ----------