diff --git a/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb b/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb
index 27708dc948a..267b695bf87 100644
--- a/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb
+++ b/python/lib/dependabot/python/file_updater/pip_compile_file_updater.rb
@@ -220,7 +220,7 @@ def write_updated_dependency_files
         end
 
         def install_required_python
-          return if run_command("pyenv versions").include?("#{python_version}\n")
+          return if run_command("pyenv versions").include?("\ #{python_version}")
 
           run_command("pyenv install -s #{python_version}")
           run_command("pyenv exec pip install --upgrade pip")
diff --git a/python/lib/dependabot/python/metadata_finder.rb b/python/lib/dependabot/python/metadata_finder.rb
index 09e7fca0120..c136a0b31ba 100644
--- a/python/lib/dependabot/python/metadata_finder.rb
+++ b/python/lib/dependabot/python/metadata_finder.rb
@@ -131,6 +131,8 @@ def pypi_listing
           return @pypi_listing
         rescue JSON::ParserError
           next
+        rescue Excon::Error::Timeout
+          next
         end
 
         @pypi_listing = {} # No listing found
diff --git a/python/lib/dependabot/python/update_checker.rb b/python/lib/dependabot/python/update_checker.rb
index ef673477d86..55a0747ba05 100644
--- a/python/lib/dependabot/python/update_checker.rb
+++ b/python/lib/dependabot/python/update_checker.rb
@@ -277,6 +277,8 @@ def poetry_library?
 
         pypi_info = JSON.parse(index_response.body)["info"] || {}
         pypi_info["summary"] == details["description"]
+      rescue Excon::Error::Timeout
+        false
       rescue URI::InvalidURIError
         false
       end
diff --git a/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb b/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb
index c654082b324..d0b32fdc387 100644
--- a/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb
+++ b/python/lib/dependabot/python/update_checker/pip_compile_version_resolver.rb
@@ -314,7 +314,7 @@ def write_original_manifest_files
         end
 
         def install_required_python
-          return if run_command("pyenv versions").include?("#{python_version}\n")
+          return if run_command("pyenv versions").include?("\ #{python_version}")
 
           run_command("pyenv install -s #{python_version}")
           run_command("pyenv exec pip install --upgrade pip")
diff --git a/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb b/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb
index ec0532e477f..608ce50ae54 100644
--- a/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb
+++ b/python/lib/dependabot/python/update_checker/pipenv_version_resolver.rb
@@ -323,7 +323,7 @@ def install_required_python
             nil
           end
 
-          return if run_command("pyenv versions").include?("#{python_version}\n")
+          return if run_command("pyenv versions").include?("\ #{python_version}")
 
           requirements_path = NativeHelpers.python_requirements_path
           run_command("pyenv install -s #{python_version}")