This post was prompted while musing on reference images: the photos that the customer sends of their boss/spouse/kids/best man, etc. which you're going to use to capture their likeness.
I always ask for clear headshots of the subjects, which are preferably taken somewhere between mid-to-close-up and not across the other side of a conference hall; and preferably in natural light. This last request is a bit of an 'ask' as most photos are taken indoors, often at dimly lit parties. As most caricaturists know, the reason for asking for outdoor images is that the natural light source provides good directional shadows and the architecture of the face is easier to discern. A photo taken indoors with poor lighting - and with the subject's face lit up with a strong flash - does little to provide interesting contours and elevations - it only supplies the dimensions and positions - which are essential, but not sufficient. The other bugbear is the extremely low res' postage stamp-sized images - ones where all detail is impossible to see regardless of how well lit they are. If you end up with a combination of the two then you have every right to weep into your palette.
The above scenarios happen all too often and I am always suprised that people are willing to pay good money while supplying sub-standard images.
Below is a three-stager of a recent commission which had prompted my thoughts on reference images. The customer was great to deal with, but the deadline was tight and the supplied images of the three guys were very small. The artwork was originally going to be A2 size - a bit of a stretch to fill, regarding the reference image sizes - but just prior to starting the final artwork, the customer changed to wanting it at A3. This was for other reasons entirely - though probably for the best under the circumstances. The reference pictures had the further complication of having a weird form of pixelation, as though they'd corrupted somewhere along the way (I would show them here but I generally don't like to upload photos of people supplied in good faith and without their permission - so please just take my word for it). No more larger, clearer images could be supplied so I had to make good with what I had.
Unipin & Copic Ciao markers on smooth Gold line Bristol Board h/weight paper
So, when represented with bad reference photos, vague instruction, poor communication and very tight deadlines, only you can decide whether the commission really is do-able. But once taken on, the goal is to then make a silk purse out of a sow's ear.