This advice is going to sound pretty obvious to most of you, but I am going to share it anyway because there are people who are looking at the new gTLD domain names as an opportunity to make money from domain investing. Do NOT register trademark, non-descriptive domain names, and certainly do not offer grey area names to companies that have those trademarks!
Early on when domain names first became commercially available, there were people who registered domain names before trademark holders were able to purchase them. You can read one such instance in Wired regarding the registration of the McDonalds.com domain name. Later on, people registered trademark typo domain names in addition to other TM domain names, and they made money from pay per click links (or by selling the domain names). This is because these domain names had traffic, and some people found the financial reward worth more than the risk.
With all of the new gTLD domain names that are going to become available, I think it is important to remind domain investors and hopeful domain investors that buying obvious trademark domain names is not smart. Not only can companies who own a trademark file a URS or UDRP, but they can also file a lawsuit against the domain owner, with potential liability of up to $100,000 per domain name. You have to ask yourself, is it really worth the risk?
In my opinion, the new gTLD domain names are not going to have much (if any) type-in traffic. This means that monetizing trademark domain names will not be easy. Coupled with relatively high registration and renewal costs, most TM related names most likely will not pay for themselves annually. In addition, if the end game is to sell the domain name to the trademark holder, you have to ask yourself why they would pay you a premium when they could probably just go the legal route and perhaps end up with more than just the domain name.
This should certainly not be taken as legal advice because I have absolutely no legal background. To me and most other domain investors, this is more of a common sense issue than anything else. There are going to be many new people looking to invest in domain names, and buying trademark domain names can become a liability very quickly.