Here are 10 Reasons why (I think) .me is a bad investment..
1) .com is still the most popular extension even after all the hype from all those other extensions - .tv, .cc, .ws, .us, .md, .etc.
2) The best branding opportunities are still with .com. Most everything else is still confusing. ".com" is burnt into the minds of most people, as "Internet address." Other extensions often don't stick when people hear them.
3) Adding .me to make a phrase (like willyoumarry.me) is more confusing than adding hyphens to a dot-com or using a dot-net. Tell someone to visit
www.willyoumarry.me, and they'll likely say, "what?" And will likely end up on
www.willyoumarryme.com. (I do kind of like Ask.Me, but still - you'll have people ending up on askme.com) If you don't agree with.me, you can tell.me!
4) .net is considered, by many, to be worth 10% or less the value of .coms. Other extensions, like .ws, .cc, .st, may have even less value. .Me seems to fit that group.
5) .me is the country code TLD for the country of Montenegro, and I would be too concerned about the stability of that country and how it could affect the stability of the extension and all domains under it.
6) There is no shortage of dot-coms. Maybe a shortage of people who will pay what they're worth, so the alternate .me is not really needed. And if a buyer can't afford a specific .com that's for sale, they'll likely come up with an alternate .com, and never even consider a .me.
7) Serious (high-cost) websites are not going to be developed on an unfamiliar, untested and unproven extensions, so high prices on .me names will be rare.
8) More extensions just adds confusion to the growing list of TLDs and adds more value to .com.
9) A lot of the great things you may have heard about .me would have simply been hype, by those wanting to promote .me registrations and aftermarket sales. A lot of registrations are simply due to new speculators and those who have hopes that the hype is true.
10) There are still opportunities to get quality .coms in the $1K to $10+ range. Why not stick with a proven market? As with collecting coins, a single rare $10,000 coin is likely to grow more in value than 20 coins at $500 each.