First I'd like to give a big thank you to outrunners who brought the initial idea and took some tweaking to figure out. 

Second a big ♥♥♥♥ YOU to Capcom for never even acknowledging any e-mail, voice mail or forum post about this issue, you guys are a class act.

So in case you're just joining us Capcom migrated DR2 to steamworks on Mar 17 2015 with achievements. On May 20 2015 they released an update for the game that caused a glitch in TIR where at the end of the last round (Slicecycles) the game crashes and just hangs. You can get the other 2 online achievements but not TK's Favorite. Also you cannot save the money you win and bring it to single player, to my knowledge there is no workaround for this.

So for the TK achievement it works like this: The game doesn't count any of the events won until the end of the game. BUT since the game crashes it doesn't save any of them. HOWEVER if during slicecycles the host (red player) quits out, then it saves your games won up to that point. So get a group of 4 people and take turns. Whoever is host cannot get wins, keep a tally of who has completed which events and remember, it doesn't save permanently unless the host quits during the last event.

Once you have the initial 8 completed then just win slicecycles. The achievement will pop 1 second before the game crashes. And there you have it, it IS possible, no thanks to Capcom.