diff --git a/internal/runtime/python/pip.go b/internal/runtime/python/pip.go
new file mode 100644
index 00000000..e422c1d9
--- /dev/null
+++ b/internal/runtime/python/pip.go
@@ -0,0 +1,47 @@
+// Copyright 2022-2026 Salesforce, Inc.
+//
+// Licensed under the Apache License, Version 2.0 (the "License");
+// you may not use this file except in compliance with the License.
+// You may obtain a copy of the License at
+//
+//     http://www.apache.org/licenses/LICENSE-2.0
+//
+// Unless required by applicable law or agreed to in writing, software
+// distributed under the License is distributed on an "AS IS" BASIS,
+// WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+// See the License for the specific language governing permissions and
+// limitations under the License.
+
+package python
+
+import (
+	"regexp"
+	"strings"
+)
+
+// packageNameRegex matches text shaped like a Python package name
+//
+// https://packaging.python.org/en/latest/specifications/name-normalization/#name-format
+var packageNameRegex = regexp.MustCompile(`(?i)[a-z0-9](?:[a-z0-9._-]*[a-z0-9])?`)
+
+// packageNameSeparatorRegex matches runs of "-", "_", and "." which are equivalent in Python package names
+var packageNameSeparatorRegex = regexp.MustCompile(`[-_.]+`)
+
+// normalizePackageName lowercases a Python package name and replaces runs of separators with "-"
+//
+// https://packaging.python.org/en/latest/specifications/name-normalization/#name-normalization
+func normalizePackageName(name string) string {
+	return packageNameSeparatorRegex.ReplaceAllString(strings.ToLower(name), "-")
+}
+
+// containsPackage returns if the file data names the package with any spelling
+// that normalizes to the same name, such as slack_cli_hooks for slack-cli-hooks
+func containsPackage(fileData string, pkgName string) bool {
+	pkgName = normalizePackageName(pkgName)
+	for _, name := range packageNameRegex.FindAllString(fileData, -1) {
+		if normalizePackageName(name) == pkgName {
+			return true
+		}
+	}
+	return false
+}
diff --git a/internal/runtime/python/pip_test.go b/internal/runtime/python/pip_test.go
new file mode 100644
index 00000000..2b8e7c2b
--- /dev/null
+++ b/internal/runtime/python/pip_test.go
@@ -0,0 +1,50 @@
+// Copyright 2022-2026 Salesforce, Inc.
+//
+// Licensed under the Apache License, Version 2.0 (the "License");
+// you may not use this file except in compliance with the License.
+// You may obtain a copy of the License at
+//
+//     http://www.apache.org/licenses/LICENSE-2.0
+//
+// Unless required by applicable law or agreed to in writing, software
+// distributed under the License is distributed on an "AS IS" BASIS,
+// WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+// See the License for the specific language governing permissions and
+// limitations under the License.
+
+package python
+
+import (
+	"testing"
+
+	"github.com/stretchr/testify/require"
+)
+
+func Test_containsPackage(t *testing.T) {
+	tests := map[string]struct {
+		fileData string
+		expected bool
+	}{
+		"Matches the normalized name": {
+			fileData: "slack-cli-hooks<1.0.0",
+			expected: true,
+		},
+		"Matches dots and mixed case": {
+			fileData: "Slack.CLI-Hooks",
+			expected: true,
+		},
+		"Matches underscores with extras and markers": {
+			fileData: `slack_cli_hooks[x]>=0.3; python_version>"3.9"`,
+			expected: true,
+		},
+		"Skips a longer package name": {
+			fileData: "slack-cli-hooks-example==1.0.0",
+			expected: false,
+		},
+	}
+	for name, tc := range tests {
+		t.Run(name, func(t *testing.T) {
+			require.Equal(t, tc.expected, containsPackage(tc.fileData, "slack-cli-hooks"))
+		})
+	}
+}
diff --git a/internal/runtime/python/python.go b/internal/runtime/python/python.go
index 1d3e5a22..bfcc973b 100644
--- a/internal/runtime/python/python.go
+++ b/internal/runtime/python/python.go
@@ -188,7 +188,7 @@ func installRequirementsTxt(fs afero.Fs, projectDirPath string) (output string,
 	fileData := string(file)
 
 	// Skip when slack-cli-hooks is already declared in requirements.txt
-	if strings.Contains(fileData, slackCLIHooksPackageName) {
+	if containsPackage(fileData, slackCLIHooksPackageName) {
 		return fmt.Sprintf("Found requirements.txt with %s", style.Highlight(slackCLIHooksPackageName)), nil
 	}
 
@@ -228,7 +228,7 @@ func installPyProjectToml(ctx context.Context, ios iostreams.IOStreamer, fs afer
 	fileData := string(file)
 
 	// Check if slack-cli-hooks is already declared
-	if strings.Contains(fileData, slackCLIHooksPackageName) {
+	if containsPackage(fileData, slackCLIHooksPackageName) {
 		return fmt.Sprintf("Found pyproject.toml with %s", style.Highlight(slackCLIHooksPackageName)), nil
 	}
 
diff --git a/internal/runtime/python/python_test.go b/internal/runtime/python/python_test.go
index 6bda436d..092fd137 100644
--- a/internal/runtime/python/python_test.go
+++ b/internal/runtime/python/python_test.go
@@ -150,6 +150,12 @@ func Test_installRequirementsTxt(t *testing.T) {
 			expectedOutput:  "Found requirements.txt with",
 			expectedError:   false,
 		},
+		"Skip when slack_cli_hooks already exists": {
+			existingContent: "slack_bolt==1.30.0\nslack_cli_hooks==0.3.0\npytest==8.3.2",
+			expectedContent: "slack_bolt==1.30.0\nslack_cli_hooks==0.3.0\npytest==8.3.2",
+			expectedOutput:  "Found requirements.txt with",
+			expectedError:   false,
+		},
 		"Add after slack-bolt when it exists": {
 			existingContent: "slack-bolt==2.31.2\npytest==8.3.2\nruff==0.7.2",
 			expectedContent: "slack-bolt==2.31.2\nslack-cli-hooks<1.0.0\npytest==8.3.2\nruff==0.7.2",
@@ -210,6 +216,14 @@ dependencies = ["slack-cli-hooks<1.0.0", "pytest==8.3.2"]`,
 			expectedOutput: "Found pyproject.toml with",
 			expectedError:  false,
 		},
+		"Skip when slack_cli_hooks already exists": {
+			existingContent: `[project]
+name = "my-app"
+dependencies = ["slack_bolt==1.30.0", "slack_cli_hooks==0.3.0"]`,
+			shouldContain:  []string{"slack_cli_hooks==0.3.0"},
+			expectedOutput: "Found pyproject.toml with",
+			expectedError:  false,
+		},
 		"Add after slack-bolt when it exists": {
 			existingContent: `[project]
 name = "my-app"