Post-Nocenti too, I think. That was the time Tombstone and Taskmaster were competing to join the Hand, for some wierd author-mandated reason.
But that's hardly the only Taskmaster/Daredevil fight. One of the things I like about their fights is that its acknowledged that, in a pure fight, Tasky might beat DD. But DD is far smarter so he uses tricks to win. And both of them know this, and there's this wierd sense of respect between them. Probably why Echo got taken down so fast, Matt was used to dealing with photographic reflexes people.