Now that "app" is a valid top-level domain, tweeting text like http://Mail.app counts as ~24 characters. Try Mail․app instead.
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Replying to @jaredsinclair
@jaredsinclair That dot don’t look so good in some contexts.pic.twitter.com/zzagYDWIg1
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@jaredsinclair I have had more luck with spaces, but that’s definitely more cumbersome. http://www.smashingmagazine.com/2015/10/space-yourself/ …
7:44 AM - 23 Oct 2015
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