3. Please see my above post on leak finding where I reference "Winrate by Position"
4. Yes, scripts and software are definitely recommended. I do not personally use Table Ninja but I have heard that most people like it. I have a programmer, Brian, that custom makes all my scripts. I mentioned earlier in the thread (in blue) how to contact my programmer for any of your custom scripting needs. If you plan on tiling tables then the more monitors the merrier imo. However, many people have no problem stacking tables and you'd only need a single monitor for this. I do not stack tables, but there is plenty of information on 2p2 on how to do it successfully. Also, people have found programs such as "Table of Interest" to be useful, which is almost like a stacking/tiling mix that can be performed on one monitor. If you'd like more information on my exact setup you can go to my blog and look at the blog titled "Grind Station"..my blog URL is located in my 2p2 profile.
5. Nothing immediately comes to mind, just reading though this well (and my blog if you're interested) should give you plenty of helpful suggestions.