With regards to licensing, you do need to purchase a separate license for each handheld that you will be running on. However, we have discounted pricing for additional copies. The pricing is as follows:
The pricing is as follows: 1st copy - Normal Price 2nd - 5th copies - Normal Price less 20% 6th Copy on - Normal Price less 40%
The costs are incremental, so if 10 copies are purchased, the first copy would be at full retail price, the next 4 copies would be at retail less 20% and the remaining 5 copies (along with any additional copies) would be at retail less 40%. Also, the copies do not have to be ordered all at the same time to get the discounts.
With regards to synchronizing data, you can be logging data with Trac Mate and Site Mate on multiple Pocket PCs. This data can then be synchronized back to the same project on the desktop, where it will be combined.