If in 2012 ICANN had decided / announced that beginning in 2014 they would allow the release of one new TLD every two years and .WEB would be the first one, I believe .WEB could have been a big winner. However, now that we seem to be heading towards 1000 TLDs that are not even needed, a .WEB release is not going to garner nearly as many registrations. After 15 million new TLDs, who has money to buy more domains? In recent months, many new TLD registries were offering initial registration promos as low as $1 each. Registration volume spiked but a year later registrants will be faced with a huge renewal bill. There will certainly be drops but new TLD launches are going to have a difficult time as domainers will be focused on trying to keep their best domains and selling the rest - not buying names in yet another extension. If I had a choice between...
.WEB
.CLUB
.TOP
.LINK
.XYZ
.
I would choose .WEB but I would still value .Net over .WEB and have been pruning my .Net portfolio for years now as sales are irregularl and usually low $XXX. There are too many extensions given the current lack of end user demand for aftermarket domains in anything other than .COM.