diff --git a/python/copilot/session.py b/python/copilot/session.py
index 0dc569f25..b9a328ff7 100644
--- a/python/copilot/session.py
+++ b/python/copilot/session.py
@@ -36,7 +36,6 @@
     CanvasProviderOpenResult,
     ClientSessionApiHandlers,
     CommandsHandlePendingCommandRequest,
-    ExternalToolTextResultForLlm,
     HandlePendingToolCallRequest,
     LogRequest,
     ModelSwitchToRequest,
@@ -79,7 +78,13 @@
 from .generated.session_events import (
     ReasoningSummary as _RpcReasoningSummary,
 )
-from .tools import Tool, ToolHandler, ToolInvocation, ToolResult
+from .tools import (
+    Tool,
+    ToolHandler,
+    ToolInvocation,
+    ToolResult,
+    tool_result_to_external_tool_text_result_for_llm,
+)
 
 logger = logging.getLogger(__name__)
 
@@ -1862,12 +1867,7 @@ async def _execute_tool_and_respond(
                 await self.rpc.tools.handle_pending_tool_call(
                     HandlePendingToolCallRequest(
                         request_id=request_id,
-                        result=ExternalToolTextResultForLlm(
-                            text_result_for_llm=tool_result.text_result_for_llm,
-                            error=tool_result.error,
-                            result_type=tool_result.result_type,
-                            tool_telemetry=tool_result.tool_telemetry,
-                        ),
+                        result=tool_result_to_external_tool_text_result_for_llm(tool_result),
                     )
                 )
                 log_timing(
diff --git a/python/copilot/tools.py b/python/copilot/tools.py
index a82a48b1e..80a3c4637 100644
--- a/python/copilot/tools.py
+++ b/python/copilot/tools.py
@@ -15,6 +15,12 @@
 
 from pydantic import BaseModel
 
+from .generated.rpc import (
+    ExternalToolTextResultForLlm,
+    ExternalToolTextResultForLlmBinaryResultsForLlm,
+    ExternalToolTextResultForLlmBinaryResultsForLlmType,
+)
+
 ToolResultType = Literal["success", "failure", "rejected", "denied", "timeout"]
 
 
@@ -371,3 +377,29 @@ def convert_mcp_call_tool_result(call_result: dict[str, Any]) -> ToolResult:
         result_type="failure" if call_result.get("isError") is True else "success",
         binary_results_for_llm=binary_results if binary_results else None,
     )
+
+
+def tool_result_to_external_tool_text_result_for_llm(
+    tool_result: ToolResult,
+) -> ExternalToolTextResultForLlm:
+    """Convert a ToolResult into the RPC payload sent to HandlePendingToolCall."""
+    binary_results_for_llm = None
+    if tool_result.binary_results_for_llm:
+        binary_results_for_llm = [
+            ExternalToolTextResultForLlmBinaryResultsForLlm(
+                data=binary_result.data,
+                mime_type=binary_result.mime_type,
+                type=ExternalToolTextResultForLlmBinaryResultsForLlmType(binary_result.type),
+                description=binary_result.description or None,
+            )
+            for binary_result in tool_result.binary_results_for_llm
+        ]
+
+    return ExternalToolTextResultForLlm(
+        text_result_for_llm=tool_result.text_result_for_llm,
+        binary_results_for_llm=binary_results_for_llm,
+        error=tool_result.error,
+        result_type=tool_result.result_type,
+        session_log=tool_result.session_log,
+        tool_telemetry=tool_result.tool_telemetry,
+    )
diff --git a/python/test_tools.py b/python/test_tools.py
index d583b59c0..16f14635a 100644
--- a/python/test_tools.py
+++ b/python/test_tools.py
@@ -7,10 +7,12 @@
 
 from copilot import define_tool
 from copilot.tools import (
+    ToolBinaryResult,
     ToolInvocation,
     ToolResult,
     _normalize_result,
     convert_mcp_call_tool_result,
+    tool_result_to_external_tool_text_result_for_llm,
 )
 
 
@@ -427,3 +429,39 @@ def test_call_tool_result_dict_is_json_serialized_by_normalize(self):
         result = _normalize_result({"content": [{"type": "text", "text": "hello"}]})
         parsed = json.loads(result.text_result_for_llm)
         assert parsed == {"content": [{"type": "text", "text": "hello"}]}
+
+
+class TestToolResultToExternalToolTextResultForLlm:
+    def test_forwards_binary_results_and_session_log(self):
+        tool_result = ToolResult(
+            text_result_for_llm="screenshot captured",
+            binary_results_for_llm=[
+                ToolBinaryResult(
+                    data="base64data",
+                    mime_type="image/png",
+                    type="image",
+                    description="screenshot.png",
+                )
+            ],
+            session_log="tool execution details",
+            tool_telemetry={"duration_ms": 42},
+        )
+
+        rpc_result = tool_result_to_external_tool_text_result_for_llm(tool_result)
+
+        assert rpc_result.text_result_for_llm == "screenshot captured"
+        assert rpc_result.session_log == "tool execution details"
+        assert rpc_result.tool_telemetry == {"duration_ms": 42}
+        assert rpc_result.binary_results_for_llm is not None
+        assert len(rpc_result.binary_results_for_llm) == 1
+        assert rpc_result.binary_results_for_llm[0].data == "base64data"
+        assert rpc_result.binary_results_for_llm[0].mime_type == "image/png"
+        assert rpc_result.binary_results_for_llm[0].type.value == "image"
+        assert rpc_result.binary_results_for_llm[0].description == "screenshot.png"
+
+    def test_omits_binary_results_when_none(self):
+        tool_result = ToolResult(text_result_for_llm="done")
+        rpc_result = tool_result_to_external_tool_text_result_for_llm(tool_result)
+        assert rpc_result.binary_results_for_llm is None
+        assert rpc_result.session_log is None
+