A couple of these are on my pet peeve list; I bet you find a couple that are on yours as well. Enjoy The Oatmeal's humorous look at some of the most common (and annoying) spelling mistakes!
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Calling "lose/loose", "then/than", "it's/its", etc "spelling mistakes" is simply wrong.
Personal pet peeve: the boyfriend can't spell "border" (as in the boundary between two countries) - he always types "boarder" (as in someone who's living in my house and paying me for it). CRAZY!!!
The opposite to fail is pass. I for won am 4 the pertection of speling mistake's, thAy R & indangered speseas.
Log in =/= Login
Check out =/= Checkout
Back up =/= Backup
"I win, you lose. Deal with it." Although failing to win is a loss, indeed.
Let's hope 2010 is a year we'll all win without fail.
You don't take steps to insure something doesn't happen unless you're paying for an indemnity.
You /ensure/ it isn't going to get broken because you don't want to pay to insure it.
A more proper response to the problem, true to the examples listed, would be to upgrade spell check programs so that they automatically correct grammar as well.
reign vs rein
--especially that new kind of monarchy, "free reign"
pedal vs peddle
-- you don't peddle a bike unless you're selling
and one I spotted last week: using segway to mean segue!
I'm surprised how often native speakers commit these kind of spelling mistakes, while people who learned Engish as second language don't.