So there is at least 5 different possibilities>
1 stereo jack
2 Phone detangler
3 PCB multi contact
4 slip rings
So my application normally turns 180 degree back and forth in 3 seconds running 24/7, however when the wind direction changes the zero position changes.. It is also operated outside, so it has to be more or less water resistant.
So which of the options should I choose?
Personally, I would go for the slip-ring system (mounted sideways, since it sounds like your shaft is vertical), or the multi-contact system (don't use a PCB if this is meant as a long-term running system - instead, have some rings of thin-gauge copper sheet made up, and bond them to ABS sheet with epoxy). Be sure to set things up to keep this contact/slip-ring system (whatever is used) out of the weather as much as possible (if you can machine a system such that you can isolate it from the outside world - perhaps with covers and lubricated o-rings and such - that would be best).
Depending on your bearing/shaft setup, the shaft could also (potentially) act as one of the conductors (depending on how well the bearings and such make contact). Something to keep in mind with the system as a whole (and especially if you use the shaft as a conductor), is the amount of noise the system may have; you'll probably want to mount some capacitors in place (like you would for a DC motor from terminal to case) to clear up as much noise as possible (you can also handle some of this or the rest in software, by doing averaging readings of the pot). There's also the possibility that the system may change the total resistance due to the contacts and conductors, so keep this in mind as you are calibrating things.
The other options probably wouldn't stand up to constant outdoor use - they just aren't designed for that...