One of the most important for our team is the ability to be signed into multiple organisations/accounts at the same time. Slack handles this perfectly, and HipChat not at all. I don't think I've seen a uservoice request with more votes than HipChat has for this http://help.hipchat.com/forums/138883-suggestions-ideas/sugg...
Easy: our entire agency (70+ people, half designers/developers, half management, client and accounts, etc) is using it, no matter how tech-savvy they are.
I love IRC, and I ran an IRC server for us developers for a good 6 months, but got us to switch over to Slack for the sole reason that accounts management and PMs are happy to use it, and we get transparent searching across every chat :)
In retrospect, though, I might've gone too far the other way -- hipchat is pretty bare bones.
And also people who want it, are able to set it up, but would prefer to pay someone else to do it for them. Lots of useful services simply deliver something that people want, could do themselves, but prefer not to. Like and email providers and restaurants.
The valuation "sounds high", but they've shown that they can deliver a product that many users love and many individuals businesses will pay actual money for. I was shocked when I read the amount, but at least they sell a product!
The company you follow sells common stock to its shareholders.
But that's what VCs do - make a large number of bets that will fail and one that blows it out the park.
Their valuation is a reflection of the growth in Slack's business - meaning they have strong enough growth that they can command that kind of valuation on a huge raise. It is also like a reflection on the limited number of companies that have that kind of growth.
But these kind of valuations also create a high-wire act for the companies in my experience. Growth must be maintained at all costs to justify the valuation. They spend like they're going out of style because of this.
I've had the same experience as you with Slack and Hipchat. The front end guys with the shiny tools love it, and I live with it.
To the extent you're missing the point... it lets people that might not be able to set it up otherwise have secure messaging across desktop and mobile, and a unified place to have all the features that you mentioned vs getting familiar with nc/scp/ftp, grepping chat logs, etc.
That said, they must have one hell of a demo deck (or secret master plan) to get a $1B+ valuation.