diff --git a/python/lib/dependabot/python/version.rb b/python/lib/dependabot/python/version.rb
index 525be66d6cf..0290de9f0ff 100644
--- a/python/lib/dependabot/python/version.rb
+++ b/python/lib/dependabot/python/version.rb
@@ -16,7 +16,7 @@ class Version < Gem::Version
 
       # See https://peps.python.org/pep-0440/#appendix-b-parsing-version-strings-with-regular-expressions
       VERSION_PATTERN = 'v?([1-9][0-9]*!)?[0-9]+[0-9a-zA-Z]*(?>\.[0-9a-zA-Z]+)*' \
-                        '(-[0-9A-Za-z-]+(\.[0-9a-zA-Z-]+)*)?' \
+                        '(-[0-9A-Za-z]+(\.[0-9a-zA-Z]+)*)?' \
                         '(\+[0-9a-zA-Z]+(\.[0-9a-zA-Z]+)*)?'
       ANCHORED_VERSION_PATTERN = /\A\s*(#{VERSION_PATTERN})?\s*\z/.freeze
 
diff --git a/python/spec/dependabot/python/version_spec.rb b/python/spec/dependabot/python/version_spec.rb
index 58ea7988514..51f2cd33db8 100644
--- a/python/spec/dependabot/python/version_spec.rb
+++ b/python/spec/dependabot/python/version_spec.rb
@@ -48,6 +48,11 @@
         let(:version_string) { "1.0.0+abc 123" }
         it { is_expected.to eq(false) }
       end
+
+      context "that includes two dashes" do
+        let(:version_string) { "v1.8.0--failed-release-attempt" }
+        it { is_expected.to eq(false) }
+      end
     end
   end