Two jaw-dropping maxes were done in the very beginning of 2019:
Slaughterfest 2012 Map 30 UV-Max in 51:29 by Ahmed (aka A7MAD), lots and lots of difficult situations handled masterfully and with sharp sense of what can be pulled off on the edge of survivability. Surprising level of polishness for the map of such scale.
Nochance UV-Max in 24:33 by Ancalagon. 39:59 demo was already crazy. New one is just insane.
And Eternal Doom tysons by j4rio, all of them. Incredible monster control, punching skill, adaptivity and endurance.
Imho they redefined what and how can be done in tyson run.
Yes, very polished tysons were done before, but mostly on small maps, and then some on huge/hard maps, but not with this level of speed, aggressiveness and creativity (except some of j4rio's other tysons).
Hard to pick only one map - probably it is Map 11 in 46:09 with very very tricky pit with cybers.
EDIT Damn. It was done in 2018. Then Map 30 in 1:13:03.