It does not have to be recompiled. The entitlement is akin to SSL: it has to be renewed. Automated tools can do this for you.
This seven day lie/conspiracy/flat-earth is disappointing.
This seven day lie/conspiracy/flat-earth is disappointing.
A far bigger limitation for me is the three-app provisioning limit. There isn't any way to work around it[1], and if you do want to do serious sideloading you almost certainly will need to upgrade to a paid developer account.
[0] Specifically iOS only allows app provisioning over USB or Wi-Fi, not locally. Locally installed software cannot actually communicate with the remote debugging daemon. You can work around this with network extensions, but you don't get to use them in dev-signed apps unless you have a paid dev account that's been approved by Apple to use them.
For the record, that isn't to make sideloading harder; that's because Facebook went and shipped a spyware VPN with their enterprise cert.
[1] Personal experience time: Even when jailbroken, and with AltDaemon and Immortal installed, AltStore still bumps up against the three-app limit.