And yes, once the dust settles, the public will be willing to type in any one of the thousands of new TLDs. The brokers are going to make their most money off people having to protect this huge market for trademark issues. Disney will have to buy every one. Disney.sexy, Disney.tips, Disney.guru, etc. etc.
(edit changed copyright to trademark.)
Names are a limited commodity, and short memorable names sell.
Prefixing with an i, is a sneaky namespace hack work around.
Then people jumped on alternate tlds, country coded tlds, from obscure and war-torn countries. Again that opens up your options. For a time.
I'm increasingly coming around to just a boring old .com. Even the guardian news outlet, moved from their .co.uk to .com recently.
Memorable is good, and short is easier to type.
For web sites I tend to use the www subdomain, because it offers convenience and flexibility with CNAMEing, but I absolutely loathe the www subdomain. Almost as much as 'com' as a tld. I assume com is an abbreviation of company. Many websites aren't companies so that doesn't make much sense to me.
Despite my personal gripes, it's mainly aesthetics, and these fall into the background, you fail to notice or care.
I rather a general identifier. Ambiguity isn't all that terrible: Apple Records and Apple Computers. Coke the drink, the drug, the fuel etc.
A name by itself doesn't always mean that much without context.
No doubt there will continue to be some confusion for a period (just ask the owners of www.utube.com). But as a URL becomes a link, as opposed to a discrete string of letters needing to be remembered, it will become less important. Interestingly, this will obviously reduce the value of the TLDs and specific URLs (though not entirely, because they will have some relevance to SEO).
But over the next few years (and it may be 5-10), as people get used to a wide variety of TLDs, I expect businesses to start taking advantage of the new real estate.
I doubt many average consumers could explain the difference between tips.example.com and example.tips, especially if it's a trusted link rather than a URL on a tv advert. So Example LLC, faced with a 5-figure price to secure their .com or a 2-3 figure price to secure a different TLD will surely begin taking the lower cost option. And I suspect this will become a virtuous cycle away from .com's ubiquity[1].
[1] The next question is why .biz etc didn't work. I would likely have made this prediction ten years ago, and been wrong, though shrinking availability of .coms makes it more likely now.
Domain names provide an abstraction in that you can hide web services behind them with routing, ports and protocols.
Personally I'd rather something like the Star Trek computer interface and not care about domain names and urls.
Me: Computer, surmise the article by Foo Bar about Such and Such please.
If ambiguities were presented the computer would interrogate me to help filter them. The computer being the interface abstracting away how and where the info came from. Unless I asked of course! This isn't a million miles away from a modern search engine, it's just I have to do further filtering/querying.