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Re:The Life, Death, and Legacy of iPhone Jailbreaking by everdayimhustln on Saturday July 01, 2017 @09:57AM (#14677128)
I jailbroke for these reasons:

GuizmoDNS - OpenDNS+DNSCrypt

TetherMe - free tethering

Pandora Downloader

Pandora Skips

Unrestrictor 3G - Remove IAS and other limits by fooling apps into thinking they are on Wi-Fi.

Bytafont2 with Futurama font

iTransmission - torrent client

Also nice were bandwidth meter in the status bar, Fake Carrier, Five Icon Dock and Freeman's work porting aptitude, yum and deb packaging to iOS to make installing tweaks and apps easy.

It's a shame that Apple doesn't provide more app/os integration, customization and middleware hooks.

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