I know this has been asked before (it looked like a couple of years ago from searchyc.com), but I'm working on a site for which I have a GREAT .net address.
The problem is that the .com is not available, and the owner of the .com isn't interested in selling the domain (or I'm bad at trying to negotiate it... but he didn't even seem interested in talking numbers). The .com version of the site is not being used - it currently just lists an empty directory (and has for the past 9 months or so that I've been watching it).
Am I going to regret pushing forward with the .net address, or should I try to think of some different names that end in .com?
I'm still writing software and tweaking the model quite a bit, so I'm afraid I can't really mention the domain name yet; I hope it's possible to speak about this in generalities.
I will say the target audience is more the Facebook / Youtube / Myspace crowd than it is the Slashdot / reddit / YC crowd.
[Edit: Just a quick note; if I had been able to find any .com names that were even 60% as strong as I feel the .net name is for this particular idea, I would have just grabbed it and moved on. I know de.licio.us did fine, but I just feel they were targeting much more technically savvy users than I will be.]
.com is better than .net because .net is below the radar for most people. Have you thought of .org It doesnt mean nonprofit. It was set up for everyone else not in the military/industrial complex. Most people are aware of .org.
The going price for parked or low volume domains is around $15K Maybe an offer in that range will get his attention.
Someone in another thread made the point that most people will come to your site via search and your real name is not important. I dont really subscribe to that argument because people tell their friends without giving a proper link, say on the phone.
I thing you will regret the conflict if you go the .net route. Find another catchy name or add another word to the name you are already considering. TheCatchyName vs CatchyName. Remember catchy names are rarely as good as you think they are.
Final piece of advice. Do a trademark search for your name. (tm) is weak but (R) is very strong and you should avoid the conflict.