diff --git a/Python/executor_cases.c.h b/Python/executor_cases.c.h
index ccef2736b7120b..546b3d9f50ac76 100644
--- a/Python/executor_cases.c.h
+++ b/Python/executor_cases.c.h
@@ -187,7 +187,7 @@
         case TO_BOOL_ALWAYS_TRUE: {
             PyObject *value = stack_pointer[-1];
             PyObject *res;
-            uint32_t version = operand;
+            uint32_t version = (uint32_t)operand;
             #line 359 "Python/bytecodes.c"
             // This one is a bit weird, because we expect *some* failures:
             assert(version);
diff --git a/Tools/cases_generator/generate_cases.py b/Tools/cases_generator/generate_cases.py
index ff88b63d3bdd80..2332d12c6c0c68 100644
--- a/Tools/cases_generator/generate_cases.py
+++ b/Tools/cases_generator/generate_cases.py
@@ -520,7 +520,7 @@ def write_body(
                     f"{typ}{ceffect.name} = {func}(&next_instr[{active.offset}].cache);"
                 )
             else:
-                out.emit(f"{typ}{ceffect.name} = operand;")
+                out.emit(f"{typ}{ceffect.name} = ({typ.strip()})operand;")
 
         # Write the body, substituting a goto for ERROR_IF() and other stuff
         assert dedent <= 0