diff --git a/CHANGELOG.md b/CHANGELOG.md
index 69f4fb66..39d13a70 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,12 @@
 # Changelog
 
+## [0.10.3-alpha](https://github.com/googleapis/python-documentai-toolbox/compare/v0.10.2-alpha...v0.10.3-alpha) (2023-10-06)
+
+
+### Bug Fixes
+
+* `docai_utilities.py` to return `Optional` ([#176](https://github.com/googleapis/python-documentai-toolbox/issues/176)) ([028bc37](https://github.com/googleapis/python-documentai-toolbox/commit/028bc37b8a488cecf7a3a71d90036594bfa0dc23))
+
 ## [0.10.2-alpha](https://github.com/googleapis/python-documentai-toolbox/compare/v0.10.1-alpha...v0.10.2-alpha) (2023-10-03)
 
 
diff --git a/google/cloud/documentai_toolbox/utilities/docai_utilities.py b/google/cloud/documentai_toolbox/utilities/docai_utilities.py
index 97fcf748..b86efa42 100644
--- a/google/cloud/documentai_toolbox/utilities/docai_utilities.py
+++ b/google/cloud/documentai_toolbox/utilities/docai_utilities.py
@@ -15,7 +15,7 @@
 #
 """Utilities for Document AI"""
 
-from typing import Tuple
+from typing import Optional, Tuple
 
 from google.cloud import documentai
 
@@ -23,7 +23,7 @@
 def get_bounding_box(
     bounding_poly: documentai.BoundingPoly,
     page_dimension: documentai.Document.Page.Dimension,
-) -> Tuple[int, int, int, int]:
+) -> Optional[Tuple[int, int, int, int]]:
     r"""Returns the bounding box of an element from the element bounding_poly and page dimensions.
 
     Args:
@@ -35,10 +35,10 @@ def get_bounding_box(
     Returns:
         Tuple[int, int, int, int]:
             Bounding box coordinates in order (top, left, bottom, right).
-            Returns `0, 0, 0, 0` if `bounding_poly.normalized_vertices` is empty.
+            Returns `None` if `bounding_poly` or `bounding_poly.normalized_vertices` is empty.
     """
-    if not bounding_poly.normalized_vertices:
-        return 0, 0, 0, 0
+    if not bounding_poly or not bounding_poly.normalized_vertices:
+        return None
 
     vertices = [
         (
diff --git a/google/cloud/documentai_toolbox/version.py b/google/cloud/documentai_toolbox/version.py
index 88a3fd38..068ade97 100644
--- a/google/cloud/documentai_toolbox/version.py
+++ b/google/cloud/documentai_toolbox/version.py
@@ -13,4 +13,4 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 #
-__version__ = "0.10.2-alpha"
+__version__ = "0.10.3-alpha"
diff --git a/google/cloud/documentai_toolbox/wrappers/entity.py b/google/cloud/documentai_toolbox/wrappers/entity.py
index 15ef150c..2ccb6530 100644
--- a/google/cloud/documentai_toolbox/wrappers/entity.py
+++ b/google/cloud/documentai_toolbox/wrappers/entity.py
@@ -95,9 +95,11 @@ def crop_image(
         if not documentai_page.image:
             raise ValueError("Document does not contain images.")
 
-        top, left, bottom, right = docai_utilities.get_bounding_box(
+        bbox = docai_utilities.get_bounding_box(
             bounding_poly=self.documentai_object.page_anchor.page_refs[0].bounding_poly,
             page_dimension=documentai_page.dimension,
         )
+        if bbox is None:
+            return None
         doc_image = Image.open(BytesIO(documentai_page.image.content))
-        return doc_image.crop((top, left, bottom, right))
+        return doc_image.crop(bbox)
diff --git a/google/cloud/documentai_toolbox/wrappers/page.py b/google/cloud/documentai_toolbox/wrappers/page.py
index ca522894..7ba82af1 100644
--- a/google/cloud/documentai_toolbox/wrappers/page.py
+++ b/google/cloud/documentai_toolbox/wrappers/page.py
@@ -16,7 +16,7 @@
 """Wrappers for Document AI Page type."""
 
 import dataclasses
-from typing import List, Optional, Union, cast
+from typing import cast, List, Optional, Union
 
 import pandas as pd
 
@@ -301,7 +301,7 @@ def _table_rows_from_documentai_table_rows(
 def _get_hocr_bounding_box(
     element_with_layout: ElementWithLayout,
     page_dimension: documentai.Document.Page.Dimension,
-) -> str:
+) -> Optional[str]:
     r"""Returns a hOCR bounding box string.
 
     Args:
@@ -311,13 +311,21 @@ def _get_hocr_bounding_box(
             Required. Page dimension.
 
     Returns:
-        str:
+        Optional[str]:
             hOCR bounding box sring.
     """
-    min_x, min_y, max_x, max_y = docai_utilities.get_bounding_box(
+    if not element_with_layout.layout.bounding_poly:
+        return None
+
+    bbox = docai_utilities.get_bounding_box(
         bounding_poly=element_with_layout.layout.bounding_poly,
         page_dimension=page_dimension,
     )
+
+    if not bbox:
+        return None
+
+    min_x, min_y, max_x, max_y = bbox
     return f"bbox {min_x} {min_y} {max_x} {max_y}"
 
 
diff --git a/samples/snippets/requirements-test.txt b/samples/snippets/requirements-test.txt
index 07a18a85..331425b6 100644
--- a/samples/snippets/requirements-test.txt
+++ b/samples/snippets/requirements-test.txt
@@ -1,3 +1,3 @@
 pytest==7.4.2
 mock==5.1.0
-google-cloud-bigquery==3.11.4
+google-cloud-bigquery==3.12.0
diff --git a/samples/snippets/requirements.txt b/samples/snippets/requirements.txt
index 6c55b6bf..047cfb35 100644
--- a/samples/snippets/requirements.txt
+++ b/samples/snippets/requirements.txt
@@ -1,4 +1,4 @@
-google-cloud-bigquery==3.11.4
+google-cloud-bigquery==3.12.0
 google-cloud-documentai==2.20.0
 google-cloud-storage==2.11.0
-google-cloud-documentai-toolbox==0.9.0a0
+google-cloud-documentai-toolbox==0.10.2a0
diff --git a/setup.py b/setup.py
index 0da7c1b7..7a29932e 100644
--- a/setup.py
+++ b/setup.py
@@ -53,18 +53,19 @@
         "tabulate >= 0.9.0, <1.0.0",
         "proto-plus >= 1.22.0, <2.0.0dev",
         "proto-plus >= 1.22.2, <2.0.0dev; python_version>='3.11'",
-        "grpc-google-iam-v1 >= 0.12.4, < 0.13dev",
+        "grpc-google-iam-v1 >= 0.12.6, < 0.13dev",
         "google-cloud-bigquery >= 3.5.0, < 4.0.0dev",
         "google-cloud-documentai >= 2.20.0, < 3.0.0dev",
         "google-cloud-storage >= 1.31.0, < 3.0.0dev",
-        "google-cloud-vision >= 2.7.0, < 4.0.0dev ",
-        "numpy >= 1.18.1",
+        "google-cloud-vision >= 2.7.0, < 4.0.0dev",
+        "numpy >= 1.18.1, < 2.0.0",
         "intervaltree >= 3.0.0",
-        "pikepdf >= 6.2.9, < 8.0.0",
+        "pikepdf >= 6.2.9, < 9.0.0",
         "pikepdf >= 6.2.9, < 7.0.0; python_version<'3.8'",
-        "immutabledict >= 2.0.0, < 3.0.0dev",
-        "Pillow >= 9.5.0, < 10.0.0",
-        "Jinja2 >= 3.1.0, <= 3.1.2",
+        "immutabledict >= 2.0.0, < 4.0.0",
+        "immutabledict >= 2.0.0, < 3.0.0dev; python_version<'3.8'",
+        "Pillow >= 9.5.0, < 11.0.0",
+        "Jinja2 >= 3.1.0, <= 4.0.0",
     ),
     python_requires=">=3.7",
     classifiers=[
@@ -75,6 +76,7 @@
         "Programming Language :: Python :: 3.8",
         "Programming Language :: Python :: 3.9",
         "Programming Language :: Python :: 3.10",
+        "Programming Language :: Python :: 3.11",
         "Topic :: Internet",
         "Topic :: Software Development :: Libraries :: Python Modules",
     ],
diff --git a/testing/constraints-3.7.txt b/testing/constraints-3.7.txt
index 013a679d..3c64ab2e 100644
--- a/testing/constraints-3.7.txt
+++ b/testing/constraints-3.7.txt
@@ -8,9 +8,9 @@ google-api-core==1.34.0
 libcst==0.2.5
 pandas==1.0.0
 proto-plus==1.22.0
-grpc-google-iam-v1==0.12.4
+grpc-google-iam-v1==0.12.6
 google-cloud-bigquery==3.5.0
 google-cloud-documentai==2.20.0
 google-cloud-storage==2.7.0
-numpy==1.18.1
+numpy==1.19.5
 pikepdf==6.2.9
diff --git a/testing/constraints-3.8.txt b/testing/constraints-3.8.txt
index c9f0e4bb..ed1905e2 100644
--- a/testing/constraints-3.8.txt
+++ b/testing/constraints-3.8.txt
@@ -9,5 +9,5 @@ grpc-google-iam-v1
 google-cloud-bigquery
 google-cloud-documentai
 google-cloud-storage
-numpy
-pikepdf
+numpy==1.21.6
+pikepdf==8.2.3
diff --git a/tests/unit/test_document.py b/tests/unit/test_document.py
index be9ae78c..d988e1e0 100644
--- a/tests/unit/test_document.py
+++ b/tests/unit/test_document.py
@@ -105,6 +105,19 @@ def get_bytes_missing_shard_mock():
         yield byte_factory
 
 
+def create_document_with_images_without_bbox(get_bytes_images_mock):
+    doc = document.Document.from_gcs(
+        gcs_bucket_name="test-directory", gcs_prefix="documentai/output/123456789/0"
+    )
+
+    del (
+        doc.entities[0]
+        .documentai_object.page_anchor.page_refs[0]
+        .bounding_poly.normalized_vertices
+    )
+    return doc
+
+
 def test_get_shards_with_gcs_uri_contains_file_type():
     with pytest.raises(ValueError, match="gcs_prefix cannot contain file types"):
         document._get_shards(
@@ -299,6 +312,13 @@ def test_document_from_document_path_with_single_shard():
     assert len(actual.pages) == 1
 
 
+def test_document_from_document_path_with_directory():
+    actual = document.Document.from_document_path(
+        document_path="tests/unit/resources/0/"
+    )
+    assert len(actual.pages) == 1
+
+
 def test_document_from_documentai_document_with_single_shard():
     with open(
         "tests/unit/resources/0/toolbox_invoice_test-0.json", "r", encoding="utf-8"
@@ -626,6 +646,7 @@ def test_export_images(get_bytes_images_mock):
     output_path = "resources/output/"
     if os.path.exists(output_path):
         shutil.rmtree(output_path)
+        assert not os.path.exists(output_path)
 
     doc = document.Document.from_gcs(
         gcs_bucket_name="test-directory", gcs_prefix="documentai/output/123456789/0"
@@ -648,6 +669,20 @@ def test_export_images(get_bytes_images_mock):
     shutil.rmtree(output_path)
 
 
+def test_export_images_empty_bounding_box(get_bytes_images_mock):
+    output_path = "resources/output/"
+
+    doc = create_document_with_images_without_bbox(get_bytes_images_mock)
+    actual = doc.export_images(
+        output_path=output_path,
+        output_file_prefix="exported_photo",
+        output_file_extension="png",
+    )
+    get_bytes_images_mock.assert_called_once()
+
+    assert not actual
+
+
 def test_export_hocr_str():
     wrapped_document = document.Document.from_document_path(
         document_path="tests/unit/resources/0/toolbox_invoice_test-0.json"
diff --git a/tests/unit/test_entity.py b/tests/unit/test_entity.py
index df52905d..c382d4e8 100644
--- a/tests/unit/test_entity.py
+++ b/tests/unit/test_entity.py
@@ -102,3 +102,15 @@ def test_crop_image_without_page_image(docproto):
         match="Document does not contain images.",
     ):
         doc.entities[0].crop_image(documentai_page=docproto.pages[0])
+
+
+def test_crop_image_empty_bounding_box(docproto):
+    doc = document.Document.from_documentai_document(docproto)
+    del (
+        doc.entities[0]
+        .documentai_object.page_anchor.page_refs[0]
+        .bounding_poly.normalized_vertices
+    )
+
+    actual = doc.entities[0].crop_image(documentai_page=docproto.pages[0])
+    assert actual is None
diff --git a/tests/unit/test_page.py b/tests/unit/test_page.py
index 0f04c1a0..38025b45 100644
--- a/tests/unit/test_page.py
+++ b/tests/unit/test_page.py
@@ -40,6 +40,12 @@ def docproto_form_parser():
         return documentai.Document.from_json(f.read())
 
 
+@pytest.fixture
+def docproto_blank_document():
+    with open("tests/unit/resources/blank_document.json", "r", encoding="utf-8") as f:
+        return documentai.Document.from_json(f.read())
+
+
 def test_table_to_csv(docproto):
     docproto_page = docproto.pages[0]
     table = page.Table(
@@ -160,6 +166,15 @@ def test_get_hocr_bounding_box(docproto):
     assert hocr_bounding_box_with_vertices == "bbox 1310 220 1534 282"
 
 
+def test_get_hocr_bounding_box_with_blank_document(docproto_blank_document):
+    hocr_bounding_box_normalized = page._get_hocr_bounding_box(
+        element_with_layout=docproto_blank_document.pages[0],
+        page_dimension=docproto_blank_document.pages[0].dimension,
+    )
+
+    assert hocr_bounding_box_normalized is None
+
+
 # Class init Tests