diff --git a/arkouda/numpy/dtypes.py b/arkouda/numpy/dtypes.py
index 8eebcfd71a7..08906975917 100644
--- a/arkouda/numpy/dtypes.py
+++ b/arkouda/numpy/dtypes.py
@@ -4,7 +4,13 @@
 import sys
 
 from enum import Enum
-from typing import Literal, Union, cast
+from typing import (  # noqa: F401
+    Literal,
+    TypeAlias,
+    TypeGuard,
+    Union,
+    cast,
+)
 
 import numpy as np
 
@@ -686,8 +692,10 @@ def _val_isinstance_of_union(val, union_type) -> builtins.bool:
 bitType = uint64
 
 # Union aliases used for static and runtime type checking
-bool_scalars = Union[builtins.bool, np.bool_]
-float_scalars = Union[float, np.float64, np.float32]
+bool_scalars = Union[builtins.bool, np.bool_]  # type: TypeAlias
+
+float_scalars = Union[float, np.float64, np.float32]  # type: TypeAlias
+
 int_scalars = Union[
     int,
     np.int8,
@@ -698,9 +706,12 @@ def _val_isinstance_of_union(val, union_type) -> builtins.bool:
     np.uint16,
     np.uint32,
     np.uint64,
-]
-numeric_scalars = Union[float_scalars, int_scalars]
-numeric_and_bool_scalars = Union[bool_scalars, numeric_scalars]
+]  # type: TypeAlias
+
+numeric_scalars = Union[float_scalars, int_scalars]  # type: TypeAlias
+
+numeric_and_bool_scalars = Union[bool_scalars, numeric_scalars]  # type: TypeAlias
+
 numpy_scalars = Union[
     np.float64,
     np.float32,
@@ -714,9 +725,11 @@ def _val_isinstance_of_union(val, union_type) -> builtins.bool:
     np.uint16,
     np.uint32,
     np.uint64,
-]
-str_scalars = Union[str, np.str_]
-all_scalars = Union[bool_scalars, numeric_scalars, numpy_scalars, str_scalars]
+]  # type: TypeAlias
+
+str_scalars = Union[str, np.str_]  # type: TypeAlias
+
+all_scalars = Union[bool_scalars, numeric_scalars, numpy_scalars, str_scalars]  # type: TypeAlias
 
 """
 The DType enum defines the supported Arkouda data types in string form.
@@ -827,7 +840,7 @@ def __repr__(self) -> str:
 ScalarDTypes = frozenset(["bool_", "float64", "int64"])
 
 
-def isSupportedInt(num):
+def isSupportedInt(num) -> TypeGuard[int_scalars]:
     """
     Whether a scalar is an arkouda supported integer dtype.
 
@@ -853,7 +866,7 @@ def isSupportedInt(num):
     return isinstance(num, ARKOUDA_SUPPORTED_INTS)
 
 
-def isSupportedFloat(num):
+def isSupportedFloat(num) -> TypeGuard[float_scalars]:
     """
     Whether a scalar is an arkouda supported float dtype.
 
@@ -879,7 +892,7 @@ def isSupportedFloat(num):
     return isinstance(num, ARKOUDA_SUPPORTED_FLOATS)
 
 
-def isSupportedNumber(num):
+def isSupportedNumber(num) -> TypeGuard[numeric_scalars]:
     """
     Whether a scalar is an arkouda supported numeric dtype.
 
@@ -905,7 +918,7 @@ def isSupportedNumber(num):
     return isinstance(num, ARKOUDA_SUPPORTED_NUMBERS)
 
 
-def isSupportedBool(num):
+def isSupportedBool(num) -> TypeGuard[bool_scalars]:
     """
     Whether a scalar is an arkouda supported boolean dtype.
 
diff --git a/arkouda/numpy/pdarrayclass.py b/arkouda/numpy/pdarrayclass.py
index 449574a56dc..7e7a63c7c4f 100644
--- a/arkouda/numpy/pdarrayclass.py
+++ b/arkouda/numpy/pdarrayclass.py
@@ -802,7 +802,7 @@ def format_other(self, other) -> str:
         return fmt.format(other)
 
     # binary operators
-    def _binop(self, other: pdarray, op: str) -> pdarray:
+    def _binop(self, other: Union[pdarray, numeric_scalars], op: str) -> pdarray:
         """
         Execute binary operation specified by the op string.
 
@@ -882,7 +882,7 @@ def _binop(self, other: pdarray, op: str) -> pdarray:
 
     # reverse binary operators
     # pdarray binop pdarray: taken care of by binop function
-    def _r_binop(self, other: pdarray, op: str) -> pdarray:
+    def _r_binop(self, other: Union[pdarray, numeric_scalars], op: str) -> pdarray:
         """
         Execute reverse binary operation specified by the op string.
 
diff --git a/pydoc/preprocess/generate_import_stubs.py b/pydoc/preprocess/generate_import_stubs.py
index 28f966385c5..f492d22970f 100644
--- a/pydoc/preprocess/generate_import_stubs.py
+++ b/pydoc/preprocess/generate_import_stubs.py
@@ -53,9 +53,12 @@ def get_parent_class_str(obj):
 def write_formatted_docstring(f, doc_string, spaces):
     doc_string = insert_spaces_after_newlines(doc_string, spaces)
     if doc_string is not None and len(doc_string) > 0:
-        f.write(spaces + "r'''\n")
+        #   AutoApi cannot parse "def" inside a docstring, so replace:
+        doc_string = doc_string.replace("def ", "def\\ ")
+
+        f.write(spaces + 'r"""\n')
         f.write(f"{doc_string}\n")
-        f.write(spaces + "'''")
+        f.write(spaces + '"""')
         f.write("\n" + spaces + "...")
     else:
         f.write("\n" + spaces + "...")