I think you need to come to terms with the likelihood that you have mechanical problems with the current setup and until you can isolate and identify what they are, you can't know whether the fixes will be hard or easy or whether the on-site staff will be able to repair them. Your only goal for now should be to figure out why you can't get decent calibrations. To start doing that, you should do the following:
1. Run the new-profile-wizard to create a profile only for testing, being careful to input the parameters correctly. At this point, it's ok to include the rotator in the configuration but do NOT include the AO device. At this point the AO is only masking the problems you need to be looking at.
2. Have someone make sure all the fittings on the back of the scope are completely tight and that nothing can rotate or move on its own under the pull of gravity. Also make sure the azimuth/altitude adjustment tools on the mount are completely tight.
3. Expect to spend significant time only doing testing and diagnosis, not imaging. So, do NOT try to use a session manager app like NINA or do actual imaging - conduct all the tests just running PHD2 by itself. You are basically using PHD2 as a measurement tool to understand what's going on.
4. Use the Calibration Assistant for doing calibrations and do what it tells you. Despite what you think, it is there to help you. When you complete a calibration, use the Tools/Review Calibration menu item to explicitly look at the results of the calibration. You should be seeing reasonably straight lines whose orientation remains constant until you change the side-of-pier.
5. Since your most serious problems happen on side-of-pier west, start working there. It's ok to move the scope around between calibrations to see if pointing position affects results - but keep the location between 0 and 20 degrees Dec. In the Calibration Assistant window, you don't have to click on 'Slew' first, you can just tell it to calibration in-place by clicking on the 'Calibrate' button.
6. If you continue to get whacky results, run the Star Cross tool (Tools/Star-cross Test) in PHD2 and save the resulting image.
7. If you do get an acceptable calibration, go ahead and let PHD2 guide for 15 minutes in-place and don't ever try to tweak any of the guiding parameters.
8. Repeat the calibration tests from side-of-pier east and see if the results differ.
Depending on the outcome of the tests, you may need to have the site review all the cable routing that's been done. Site operators can get overly enthusiastic with fasteners and cable tautness and these mistakes can create situations where the mount can't move freely in all locations. Conversely, they may have left some cables dangling such that they can snag or drag on stationary parts of the setup. Testing this by slewing means nothing - the amount of energy pumped into the drive systems for slewing is typically several hundred times higher than what is used for guiding - so slewing can often just "blow through" certain kinds of problems that interfere with guiding. With regard to most of your questions, virtually nothing can be done to distinguish one problem source from another until you have a calibration that is reliable.
None of this is going to be fun or rewarding, but provisioning a large telescope setup at a remote location is not an easy business. Many of us dealt with this by doing all this sort of debugging at a reachable location before moving the entire rig to a remote location. But, there are some remote site operators who are very skilled in these things and can sort them out for you, in which case you might be fortunate and get a relatively quick resolution.
Bruce