Software maintainability is essential for long-term success in the software industry. Despite widespread evidence of the high costs associated with poor maintainability, market pressure drives many organizations to prioritize short-term releases. This focus leads to accumulating technical debt worldwide. In this preliminary work, we propose maintainability gamification through anonymous leaderboards to encourage organizations to maintain a sustained focus on code quality. Our approach envisions benchmarking to foster motivation and urgency across companies by highlighting thresholds for leaders and laggards. To initiate this concept, we analyze a sample of over 1,000 proprietary projects using CodeHealth scores. By examining the distribution of these scores across various dimensions, we assess the feasibility of creating effective leaderboards. Findings from this study offer valuable insights for future design activities in maintainability gamification.