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As time marches on, more and more FLOSS projects are reaching ages that qualify them as 'venerable'. On the one hand, that rich history of constant improvement provides a robust framework upon which to build. On the other hand, that can lead to sections of the code marked "here be dragons" that haven't been touched in this millennium, and the ever-accelerating speed of technology's march can leave you with a balance-sheet of technical debt that would make anyone quail.
This talk is a case study of Dreamwidth Studios, forked in 2008 from LiveJournal.com, a project that began in 1999. With a quarter-million lines of legacy Perl, it's been hard to decide what to modernize and what to leave alone. Come hear our successes, our failures, and a few horror stories of disasters we've stumbled into along the way.