Since I think this is a great topic, I'll offer a few questions to see how close we can come to reaching a preliminary agreement as to what should be measured, and how the measuring and reporting should be conducted.
How and where should microphones be positioned?
Should more than one set of microphone positions be used? If so, should they be reported separately or averaged?
How and where should speakers be positioned?
In an effort to establish a basis for comparison, should an effort be made to measure and disclose the listening/testing environment separate and apart from the speakers themselves?
What kinds of signals, signal paths, and signal generating equipment shoud be used?
At how many different SPLs should measurements be taken?
Which frequency range(s) should be measured?
Which frequencies should be measured?
What kinds of deviations from "flat" should be considered remarkable?
Which measurements should be used to ascertain sensitivity?
Worth doing? Yes. Challenging? Certainly?
Your questions overlap a bit so I'll answer how I'd do it rather than your Q's individually.
Test equiptment; PC, soundcard (in my case M-Audio Audiophile 24/192), adjustable buffer, Quest QA3004 poweramp. Received by a mic that's been calibrated or there is a reference file for, mic preamp and soundcard. Software could be anything from Rightmark to Praxis. As I mentioned earlier I'll be getting Soundeasy and my friend has TrueRTA which is easy to use and not that expensive for the full version.
I have a Behringer ECM8000 and will likely also buy an IBF-Akustik EMM-8 microphone as well.
First test I'd run would be an impedance sweep to ascertain the port tuning and the true impedance of the speaker. This will be useful so as not to overdrive the speaker below it's tuning in higher power tests.
LF measurements are easiest outdoors in an open relatively flat area such as a carpark. Measurement mic can be placed on the ground with a windsock to reduce noise pickup at a fixed distance of say 1m. LF measurements could be several say 20-300Hz sweeps averaged to reduce noise pickup. Polar patterns aren't much use this low. If the box is rear ported, it should be turned around and the measurements taken again and added to the front measurements.
Then I'd do a slow sine sweep 20-20kHz at the reference level as defined below. As there are many configurations of cab layout, the mic could be placed at a few different levels, eg cone centre on a single driver cab, centre of a 4x10 or midrange on a multiway box. Then I'd do repeat sine sweeps (above box tuning) in 3dB power increments until there's no further increase which would show power compression and max output.
Sensitivity should be measured with a 2.83V signal at 400Hz at the speaker terminals, and that used as a baseline reference for each box.
I'd also like to do some distortion tests at a number of spot frequencies at the 2.83V reference for that box and the 3dB power increments.
Horizontal polar patterns via a sine sweep at 2.83V using the same height as earlier (and noted so ground reflections / cancellation can be determined) at 1m distance, with the angle determined from the front vertical centreline of each box. Angle increments, maybe 10*, from on-axis to 50* sound OK?
I'd also like to take the boxes indoors, and do a gated measurement to get cumulative spectral displays or waterfall charts as they reveal a lot of time domain information that's easily missed in FR graphs.
Once the test rig was set up, with a couple of people to do the moving of boxes and mics, each set of measurements shouldn't take too long.