diff --git a/acceptance/bundle/artifacts/same_name_libraries/databricks.yml b/acceptance/bundle/artifacts/same_name_libraries/databricks.yml
new file mode 100644
index 000000000..a065bae76
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/databricks.yml
@@ -0,0 +1,50 @@
+bundle:
+  name: same_name_libraries
+
+variables:
+  cluster:
+    default:
+      spark_version: 15.4.x-scala2.12
+      node_type_id: i3.xlarge
+      data_security_mode: SINGLE_USER
+      num_workers: 0
+      spark_conf:
+          spark.master: "local[*, 4]"
+          spark.databricks.cluster.profile: singleNode
+      custom_tags:
+        ResourceClass: SingleNode
+
+artifacts:
+  whl1:
+    type: whl
+    path: ./whl1
+  whl2:
+    type: whl
+    path: ./whl2
+
+resources:
+  jobs:
+    test:
+      name: "test"
+      tasks:
+        - task_key: task1
+          new_cluster: ${var.cluster}
+          python_wheel_task:
+            entry_point: main
+            package_name: my_default_python
+          libraries:
+            - whl: ./whl1/dist/*.whl
+        - task_key: task2
+          new_cluster: ${var.cluster}
+          python_wheel_task:
+            entry_point: main
+            package_name: my_default_python
+          libraries:
+            - whl: ./whl2/dist/*.whl
+        - task_key: task3
+          new_cluster: ${var.cluster}
+          python_wheel_task:
+            entry_point: main
+            package_name: my_default_python
+          libraries:
+            - whl: ./whl1/dist/*.whl
diff --git a/acceptance/bundle/artifacts/same_name_libraries/output.txt b/acceptance/bundle/artifacts/same_name_libraries/output.txt
new file mode 100644
index 000000000..38cdd43c4
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/output.txt
@@ -0,0 +1,14 @@
+
+>>> errcode [CLI] bundle deploy
+Building whl1...
+Building whl2...
+Error: Duplicate local library name my_default_python-0.0.1-py3-none-any.whl
+  at resources.jobs.test.tasks[0].libraries[0].whl
+     resources.jobs.test.tasks[1].libraries[0].whl
+  in databricks.yml:36:15
+     databricks.yml:43:15
+
+Local library names must be unique
+
+
+Exit code: 1
diff --git a/acceptance/bundle/artifacts/same_name_libraries/script b/acceptance/bundle/artifacts/same_name_libraries/script
new file mode 100644
index 000000000..6c899df07
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/script
@@ -0,0 +1,2 @@
+trace errcode $CLI bundle deploy
+rm -rf whl1 whl2
diff --git a/acceptance/bundle/artifacts/same_name_libraries/test.toml b/acceptance/bundle/artifacts/same_name_libraries/test.toml
new file mode 100644
index 000000000..e69de29bb
diff --git a/acceptance/bundle/artifacts/same_name_libraries/whl1/setup.py b/acceptance/bundle/artifacts/same_name_libraries/whl1/setup.py
new file mode 100644
index 000000000..1afaf3a4f
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/whl1/setup.py
@@ -0,0 +1,36 @@
+"""
+setup.py configuration script describing how to build and package this project.
+
+This file is primarily used by the setuptools library and typically should not
+be executed directly. See README.md for how to deploy, test, and run
+the my_default_python project.
+"""
+
+from setuptools import setup, find_packages
+
+import sys
+
+sys.path.append("./src")
+
+import my_default_python
+
+setup(
+    name="my_default_python",
+    version=my_default_python.__version__,
+    url="https://databricks.com",
+    author="[USERNAME]",
+    description="wheel file based on my_default_python/src",
+    packages=find_packages(where="./src"),
+    package_dir={"": "src"},
+    entry_points={
+        "packages": [
+            "main=my_default_python.main:main",
+        ],
+    },
+    install_requires=[
+        # Dependencies in case the output wheel file is used as a library dependency.
+        # For defining dependencies, when this package is used in Databricks, see:
+        # https://docs.databricks.com/dev-tools/bundles/library-dependencies.html
+        "setuptools"
+    ],
+)
diff --git a/acceptance/bundle/artifacts/same_name_libraries/whl1/src/my_default_python/__init__.py b/acceptance/bundle/artifacts/same_name_libraries/whl1/src/my_default_python/__init__.py
new file mode 100644
index 000000000..f102a9cad
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/whl1/src/my_default_python/__init__.py
@@ -0,0 +1 @@
+__version__ = "0.0.1"
diff --git a/acceptance/bundle/artifacts/same_name_libraries/whl1/src/my_default_python/main.py b/acceptance/bundle/artifacts/same_name_libraries/whl1/src/my_default_python/main.py
new file mode 100644
index 000000000..11b15b1a4
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/whl1/src/my_default_python/main.py
@@ -0,0 +1 @@
+print("hello")
diff --git a/acceptance/bundle/artifacts/same_name_libraries/whl2/setup.py b/acceptance/bundle/artifacts/same_name_libraries/whl2/setup.py
new file mode 100644
index 000000000..1afaf3a4f
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/whl2/setup.py
@@ -0,0 +1,36 @@
+"""
+setup.py configuration script describing how to build and package this project.
+
+This file is primarily used by the setuptools library and typically should not
+be executed directly. See README.md for how to deploy, test, and run
+the my_default_python project.
+"""
+
+from setuptools import setup, find_packages
+
+import sys
+
+sys.path.append("./src")
+
+import my_default_python
+
+setup(
+    name="my_default_python",
+    version=my_default_python.__version__,
+    url="https://databricks.com",
+    author="[USERNAME]",
+    description="wheel file based on my_default_python/src",
+    packages=find_packages(where="./src"),
+    package_dir={"": "src"},
+    entry_points={
+        "packages": [
+            "main=my_default_python.main:main",
+        ],
+    },
+    install_requires=[
+        # Dependencies in case the output wheel file is used as a library dependency.
+        # For defining dependencies, when this package is used in Databricks, see:
+        # https://docs.databricks.com/dev-tools/bundles/library-dependencies.html
+        "setuptools"
+    ],
+)
diff --git a/acceptance/bundle/artifacts/same_name_libraries/whl2/src/my_default_python/__init__.py b/acceptance/bundle/artifacts/same_name_libraries/whl2/src/my_default_python/__init__.py
new file mode 100644
index 000000000..f102a9cad
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/whl2/src/my_default_python/__init__.py
@@ -0,0 +1 @@
+__version__ = "0.0.1"
diff --git a/acceptance/bundle/artifacts/same_name_libraries/whl2/src/my_default_python/main.py b/acceptance/bundle/artifacts/same_name_libraries/whl2/src/my_default_python/main.py
new file mode 100644
index 000000000..11b15b1a4
--- /dev/null
+++ b/acceptance/bundle/artifacts/same_name_libraries/whl2/src/my_default_python/main.py
@@ -0,0 +1 @@
+print("hello")
diff --git a/bundle/libraries/expand_glob_references.go b/bundle/libraries/expand_glob_references.go
index bb1905045..7a808f627 100644
--- a/bundle/libraries/expand_glob_references.go
+++ b/bundle/libraries/expand_glob_references.go
@@ -92,7 +92,7 @@ func expandLibraries(b *bundle.Bundle, p dyn.Path, v dyn.Value) (diag.Diagnostic
 
 		for _, match := range matches {
 			output = append(output, dyn.NewValue(map[string]dyn.Value{
-				libType: dyn.V(match),
+				libType: dyn.NewValue(match, lib.Locations()),
 			}, lib.Locations()))
 		}
 	}
diff --git a/bundle/libraries/same_name_libraries.go b/bundle/libraries/same_name_libraries.go
new file mode 100644
index 000000000..88b96ab54
--- /dev/null
+++ b/bundle/libraries/same_name_libraries.go
@@ -0,0 +1,97 @@
+package libraries
+
+import (
+	"context"
+	"path/filepath"
+
+	"github.com/databricks/cli/bundle"
+	"github.com/databricks/cli/libs/diag"
+	"github.com/databricks/cli/libs/dyn"
+)
+
+type checkForSameNameLibraries struct{}
+
+var patterns = []dyn.Pattern{
+	taskLibrariesPattern.Append(dyn.AnyIndex(), dyn.AnyKey()),
+	forEachTaskLibrariesPattern.Append(dyn.AnyIndex(), dyn.AnyKey()),
+	envDepsPattern.Append(dyn.AnyIndex()),
+}
+
+type libData struct {
+	fullPath  string
+	locations []dyn.Location
+	paths     []dyn.Path
+}
+
+func (c checkForSameNameLibraries) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagnostics {
+	var diags diag.Diagnostics
+	libs := make(map[string]*libData)
+
+	err := b.Config.Mutate(func(v dyn.Value) (dyn.Value, error) {
+		var err error
+		for _, pattern := range patterns {
+			v, err = dyn.MapByPattern(v, pattern, func(p dyn.Path, lv dyn.Value) (dyn.Value, error) {
+				libPath := lv.MustString()
+				// If not local library, skip the check
+				if !IsLibraryLocal(libPath) {
+					return lv, nil
+				}
+
+				libFullPath := lv.MustString()
+				lib := filepath.Base(libFullPath)
+				// If the same basename was seen already but full path is different
+				// then it's a duplicate. Add the location to the location list.
+				lp, ok := libs[lib]
+				if !ok {
+					libs[lib] = &libData{
+						fullPath:  libFullPath,
+						locations: []dyn.Location{lv.Location()},
+						paths:     []dyn.Path{p},
+					}
+				} else if lp.fullPath != libFullPath {
+					lp.locations = append(lp.locations, lv.Location())
+					lp.paths = append(lp.paths, p)
+				}
+
+				return lv, nil
+			})
+			if err != nil {
+				return dyn.InvalidValue, err
+			}
+		}
+
+		if err != nil {
+			return dyn.InvalidValue, err
+		}
+
+		return v, nil
+	})
+
+	// Iterate over all the libraries and check if there are any duplicates.
+	// Duplicates will have more than one location.
+	// If there are duplicates, add a diagnostic.
+	for lib, lv := range libs {
+		if len(lv.locations) > 1 {
+			diags = append(diags, diag.Diagnostic{
+				Severity:  diag.Error,
+				Summary:   "Duplicate local library name " + lib,
+				Detail:    "Local library names must be unique",
+				Locations: lv.locations,
+				Paths:     lv.paths,
+			})
+		}
+	}
+	if err != nil {
+		diags = diags.Extend(diag.FromErr(err))
+	}
+
+	return diags
+}
+
+func (c checkForSameNameLibraries) Name() string {
+	return "CheckForSameNameLibraries"
+}
+
+func CheckForSameNameLibraries() bundle.Mutator {
+	return checkForSameNameLibraries{}
+}
diff --git a/bundle/libraries/same_name_libraries_test.go b/bundle/libraries/same_name_libraries_test.go
new file mode 100644
index 000000000..42c38773b
--- /dev/null
+++ b/bundle/libraries/same_name_libraries_test.go
@@ -0,0 +1,121 @@
+package libraries
+
+import (
+	"context"
+	"testing"
+
+	"github.com/databricks/cli/bundle"
+	"github.com/databricks/cli/bundle/config"
+	"github.com/databricks/cli/bundle/config/resources"
+	"github.com/databricks/cli/bundle/internal/bundletest"
+	"github.com/databricks/cli/libs/diag"
+	"github.com/databricks/cli/libs/dyn"
+	"github.com/databricks/databricks-sdk-go/service/compute"
+	"github.com/databricks/databricks-sdk-go/service/jobs"
+	"github.com/stretchr/testify/require"
+)
+
+func TestSameNameLibraries(t *testing.T) {
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Resources: config.Resources{
+				Jobs: map[string]*resources.Job{
+					"test": {
+						JobSettings: &jobs.JobSettings{
+							Tasks: []jobs.Task{
+								{
+									Libraries: []compute.Library{
+										{
+											Whl: "full/path/test.whl",
+										},
+									},
+								},
+								{
+									Libraries: []compute.Library{
+										{
+											Whl: "other/path/test.whl",
+										},
+									},
+								},
+							},
+						},
+					},
+				},
+			},
+		},
+	}
+
+	bundletest.SetLocation(b, "resources.jobs.test.tasks[0]", []dyn.Location{
+		{File: "databricks.yml", Line: 10, Column: 1},
+	})
+	bundletest.SetLocation(b, "resources.jobs.test.tasks[1]", []dyn.Location{
+		{File: "databricks.yml", Line: 20, Column: 1},
+	})
+
+	diags := bundle.Apply(context.Background(), b, CheckForSameNameLibraries())
+	require.Len(t, diags, 1)
+	require.Equal(t, diag.Error, diags[0].Severity)
+	require.Equal(t, "Duplicate local library name test.whl", diags[0].Summary)
+	require.Equal(t, []dyn.Location{
+		{File: "databricks.yml", Line: 10, Column: 1},
+		{File: "databricks.yml", Line: 20, Column: 1},
+	}, diags[0].Locations)
+
+	paths := make([]string, 0)
+	for _, p := range diags[0].Paths {
+		paths = append(paths, p.String())
+	}
+	require.Equal(t, []string{
+		"resources.jobs.test.tasks[0].libraries[0].whl",
+		"resources.jobs.test.tasks[1].libraries[0].whl",
+	}, paths)
+}
+
+func TestSameNameLibrariesWithUniqueLibraries(t *testing.T) {
+	b := &bundle.Bundle{
+		Config: config.Root{
+			Resources: config.Resources{
+				Jobs: map[string]*resources.Job{
+					"test": {
+						JobSettings: &jobs.JobSettings{
+							Tasks: []jobs.Task{
+								{
+									Libraries: []compute.Library{
+										{
+											Whl: "full/path/test-0.1.1.whl",
+										},
+
+										{
+											Whl: "cowsay",
+										},
+									},
+								},
+								{
+									Libraries: []compute.Library{
+										{
+											Whl: "other/path/test-0.1.0.whl",
+										},
+
+										{
+											Whl: "cowsay",
+										},
+									},
+								},
+								{
+									Libraries: []compute.Library{
+										{
+											Whl: "full/path/test-0.1.1.whl", // Use the same library as the first task
+										},
+									},
+								},
+							},
+						},
+					},
+				},
+			},
+		},
+	}
+
+	diags := bundle.Apply(context.Background(), b, CheckForSameNameLibraries())
+	require.Empty(t, diags)
+}
diff --git a/bundle/phases/deploy.go b/bundle/phases/deploy.go
index c6ec04962..2e9211a7e 100644
--- a/bundle/phases/deploy.go
+++ b/bundle/phases/deploy.go
@@ -155,6 +155,11 @@ func Deploy(outputHandler sync.OutputHandler) bundle.Mutator {
 				mutator.ValidateGitDetails(),
 				artifacts.CleanUp(),
 				libraries.ExpandGlobReferences(),
+				// libraries.CheckForSameNameLibraries() needs to be run after we expand glob references so we
+				// know what are the actual library paths.
+				// libraries.ExpandGlobReferences() has to be run after the libraries are built and thus this
+				// mutator is part of the deploy step rather than validate.
+				libraries.CheckForSameNameLibraries(),
 				libraries.Upload(),
 				trampoline.TransformWheelTask(),
 				files.Upload(outputHandler),