So I started my Faith Strafer (Faith) and Dream Melee Enchantress (Josephine), and I think I've established a pretty good twinking formula. The basic idea is relying on OP Twinkage instead of main skill until about level 30. A lot of the twink gear needed to come from 1.09, so it's not extraordinarily easy to accumulate.
So both characters started with:
1. A 5 socket JoEnvy Long Bow (with a little help from GCs of Str),
2. Arctic armor+belt+gloves at level 2 (with a LOT of help from GCs of Str),
3. Hrarus' Boots at level 3,
4. Death's Gloves + Gloves at level 6 (keeping Arctic armor),
5. Angelic Armor + rings + ammy at level 12,
6. Replace the Envy bow with 07/09 Raven Claw at level 15, and
7. Duskdeep at level 17.
This setup pretty much made them untouchable until the Tombs (where the total 10DR from Angelic armor + Duskdeep apparently doesn't reduce the Mummies' black stars' damage).
For the mercs, I went Angelic bow + armor and Infernal cap for the Rogue, and Bloodthief + Duskdeep + Hawkmail upon initial hire of A2 merc (level 20). Iceblink at level 22, eth Battlebranch at level 25, and Face of Horror + eth Honor Partizan at level 27 (FoH for the STR to carry the eth Partizan at level 27).
I am going to play Faith as a proper Strafer in Act 3 (replacing Angelic with Skin of Vipermagi, Manald Heal, skill/res ammy), but I'm going to still rely on twinking for Josephine (checking to see if an 07/09 Kuko is similarly bugged). SoVM is my standard solution for Normal Big D.