TW,
Well, my head is spinning. Functionality wise and logic wise we both are in the same page, config also correct, but i assume that some core setting (Technical) in the back of the system. In V/06, if i do not check the Group Cond., then system picking $100 in each line item even thought i set maximum limit as &100. When i click the Cumulative Sales Order Value button, i always get " There is no condition update from sales orders.". I went through some of the discussions and read some OSS notes too, all are saying about a statistical Info Structure table S071. The settings and requirement for that table looks fine for me. I am thinking of raising an OSS note. Before that i want to make sure that the settings are good and matching with yours.
1) You have see the V/06 screen.
2) For Access sequence, i took table 307
3) Condition record screen shot attached.