diff --git a/litellm/types/decisions.py b/litellm/types/decisions.py
index 7dacc1b3678..563329bb6e3 100644
--- a/litellm/types/decisions.py
+++ b/litellm/types/decisions.py
@@ -8,6 +8,7 @@ from litellm.types.llms.base import LiteLLMPydanticObjectBase
 
 DecisionsJSON: TypeAlias = str | Mapping[str, object] | Sequence[object]
 NoulCriteria: TypeAlias = Mapping[Literal["true", "false"], DecisionsJSON | None]
+MAX_DECISION_QUESTIONS: Final = 128
 
 
 class NoulQuestion(LiteLLMPydanticObjectBase):
@@ -47,7 +48,7 @@ DecisionQuestion: TypeAlias = Annotated[
 
 DecisionQuestionMap: TypeAlias = Annotated[
     Mapping[Annotated[str, Field(min_length=1)], DecisionQuestion],
-    Field(min_length=1, max_length=128),
+    Field(min_length=1, max_length=MAX_DECISION_QUESTIONS),
 ]
 
 
@@ -203,7 +204,7 @@ OpenAIDecisionQuestion: TypeAlias = Annotated[
 
 class OpenAIDecisionRequestBody(LiteLLMPydanticObjectBase):
     input: str | Sequence[OpenAIDecisionInputMessage]
-    questions: Annotated[Sequence[OpenAIDecisionQuestion], Field(min_length=1, max_length=200)]
+    questions: Annotated[Sequence[OpenAIDecisionQuestion], Field(min_length=1, max_length=MAX_DECISION_QUESTIONS)]
     safety_identifier: str | None = None
 
     model_config = ConfigDict(extra="allow", frozen=True)
diff --git a/tests/unit/decisions/test_openai_transformation.py b/tests/unit/decisions/test_openai_transformation.py
new file mode 100644
index 00000000000..a3cc1583d40
--- /dev/null
+++ b/tests/unit/decisions/test_openai_transformation.py
@@ -0,0 +1,32 @@
+from collections.abc import Mapping
+from typing import Final
+
+import pytest
+from pydantic import TypeAdapter, ValidationError
+
+from litellm.decisions.openai_transformation import to_systemone_request
+from litellm.types.decisions import MAX_DECISION_QUESTIONS, DecisionsRequestBody, OpenAIDecisionRequestBody
+
+_OPENAI_BODY: Final[TypeAdapter[OpenAIDecisionRequestBody]] = TypeAdapter(OpenAIDecisionRequestBody)
+_SYSTEMONE_BODY: Final[TypeAdapter[DecisionsRequestBody]] = TypeAdapter(DecisionsRequestBody)
+
+
+def _openai_request(question_count: int) -> Mapping[str, object]:
+    return {
+        "model": "decider",
+        "input": "The package arrived with a broken screen.",
+        "questions": [{"type": "predicate", "instructions": f"Question {index}?"} for index in range(question_count)],
+    }
+
+
+def test_the_largest_openai_request_accepted_translates_to_a_valid_systemone_request() -> None:
+    raw: Final = _openai_request(MAX_DECISION_QUESTIONS)
+
+    translated: Final = _SYSTEMONE_BODY.validate_python(to_systemone_request(raw, _OPENAI_BODY.validate_python(raw)))
+
+    assert len(translated.questions) == MAX_DECISION_QUESTIONS
+
+
+def test_an_openai_request_with_more_questions_than_systemone_takes_is_rejected_before_translation() -> None:
+    with pytest.raises(ValidationError, match="questions"):
+        _OPENAI_BODY.validate_python(_openai_request(MAX_DECISION_QUESTIONS + 1))