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Ah, Readability, you little trouble-maker. Readability excels in separating Web content from its surrounding wrapper -- you know the ads and promotional material that pays for all this enjoyment.
As someone who makes at least part of my living from all those ads and wrapper ephemera, I'm conflicted about Readability. Readability, as I use it, makes reading articles on my big screen from my couch much easier. As I've gotten a little older, I find that the smaller text in articles is harder to read from 10 feet away. I use Readability to provide light text on a dark background at a larger font size, making it easier to read through articles on most mornings.
I don't think that Readability removes the ability of a Web site to support itself, because you have to browse the page initially, you'll see ads initially. But it is a gray area, and something we as an industry will continue to wrestle with into the future.
My practice is to find an article, read it in Readability, jump back to the original format of the article, and share that format with my Twitter followers. That way, even though I'm not reading the whole thing in smaller print, I am able to share the original work with followers.
How often used: Almost every morning.
Live without it factor: I could live without it, but I'd prefer not too. You can also use Readability to aggregate articles for later reading, or send to Kindle devices. I don't do this very often.
Search the current site
Some Chrome extensions do little you couldn't otherwise do, but they save a little time. Search the current site is like that. All it does is present a little box where you can type in your search query, then send that search query to google with "site:thesiteyouron.com" prepended to the query (where, of course, thesiteyouron.com is actually the site you're on).
It's not like you couldn't do that yourself, but it's a quick timesaver, especially if you don't really want to extract the domain name from the omnibox prior to doing a search.
How often used: A few times a week.
Live without it factor: I could certainly live without it, but it's helpful to have around to save a few clicks, cuts, and pastes.
Sexy Undo Close Tab
Sexy Undo Close Tab is a great little extension. It keeps track of tabs you've closed, a lot of tabs you've closed. Right now, it's tracking the most recent 276 tabs I've closed on my browser.
The tool has a lot of options, including one you're probably going to want to turn off. Sexy Undo Close Tab is ad supported, which is fine. As I've mentioned, I make part of my living being supported by ads, so I certainly support the practice. The only problem is that Sexy Undo Close Tab sticks ads in the most unlikely of spots, like dialog boxes in the middle of QuickBooks, and in the corporate CMS.
As much as I like the tool, and would like to see the author supported, I'm going to have to recommend you go to the options and check "I don't want to support you or this extension".
To the author of the extension, I'm going to request you find a better way to present ads. Maybe check the size of the window before you show an ad, or not show ads on https pages. I'd like to support you, and your software works quite well -- except your ad system breaks other stuff I need to use. Not sexy. Not sexy at all.
How often used: A few times a week.
Live without it factor: I could live without it, and if I couldn't stop it from breaking some of the Web apps I used, I would have stopped using it. Kudos to the author for allowing that option to be turned off, even though he'd give my grandmother's guilting skills a run for the money.