I'm the sort of person that likes to lose purposefully on the first attack so I can a counter-attack. I'm currently using a GHEIST/Uppers ELO-type deck for both the DTs and the ELO battles.
Currently using: Jose Star, Kazayan, Nellie, Rubie, Leviatonn, Mok, Bristone, and Dolly
My main worry: Over-pilling for an attack and then being unable to stop a counter strike. Any tips could you give me on going first?
Hell I have pilled 7-9 in the first round against an old card and still won the match, don't limit yourself like that. Especially in DT, you have no time to not pill. If you are worried about overpilling go 1-3 on first turn. That way if you win it's not at a large cost and if you lose then you can still 'counter-attack'.
Every game is different, try not to play your best card first turn but if you decide to bluffing can really mess with your opponent
however if your worried about it id suggest always adding at least 1 pill (1-2 depending on attack manip and such) that way you dont lose to the olders but you can mess with the over pill-ers.