Sentry aims to make crash reporting pleasant by providing a general bill of health for itself through metrics capture and system-level monitoring. However, logs remain a weak point due to sensitive data concerns, prompting the company's focus on unified logging structures and enabling container log shipping. Uptime is another major concern, with Sentry relying on external services like New Relic and Pingdom for validation. The company seeks to improve its tooling in various areas while maintaining flexibility for existing infrastructure and customer installations behind firewalls.