Database connection pooling was our biggest blind spot. Under normal load, direct connections worked fine. But during traffic spikes, the database would hit its connection limit and cascade failures across all services. A simple PgBouncer setup eliminated the issue entirely.
We started this project with a clear hypothesis: the existing approach was costing us more in maintenance time than the migration would cost upfront. Three months later, the data confirmed we were right — but the journey was far bumpier than expected.
Unexpected Wins
Authentication turned out to be the most politically charged decision in the entire project. Every team had opinions about OAuth providers, session management strategies, and token lifetimes. We eventually settled on a pragmatic middle ground that nobody loved but everyone could live with.
Synthetic monitoring catches problems that real-user monitoring misses: slow third-party scripts, broken OAuth flows at 3 AM, and regional CDN issues. We run synthetic checks from twelve global locations every five minutes and page the on-call engineer if any critical path degrades beyond thresholds.
What worked for us won’t work for everyone. Context matters enormously. But we hope sharing our experience saves someone else from repeating our more expensive mistakes.