You can make plans and still practice simplicity.

For example, If the client is just looking for GFE, that tends to lead to more simplistic and shortened communications. While not everyone agrees as to the exact definition of GFE, usually we can ascertain it from the reviews, how the girl markets herself, etc and we can be on the same page with the provider going in.  
.
On the other hand, if BDSM is involved, that takes the planning to a whole other level. That term can vary much more widely definition wise than a GFE type of date. The D/S relationship is much more in need of good and extensive communication, as pain levels must be agreed to, along with more discussion of boundaries and hard limits, use of safe words, what implements and techniques should and should not be used, etc.
.
Bottom line is that GFE carries a certain simplicity, while BDSM dates can carry enormous complexity, so the type and length of pre session discussion will differ greatly between the two.

Doesn't necessarily conflict with some sound planning. By way of example, I've had many a 3some and a couple of 4somes, and those do take some planning--coordinating 3 or 4 calendars, finding a good hotel room, making sure I've done lots of aerobic exercise in advance, who's bringing the strapon, etc.

 
However, once we're all together in the room, and after a few stage directions from me, there's nothing forced or "over"-complicated. They're just the right level of complicated, which is to say entangled, entwined and debauched.

and you're not butt-ugly, it doesn't get any simpler than picking up a milf at the gym and do something spontaneous or with minimal planning, like the next afternoon.  But P4P involves transactional sex, and this comes with its own set of challenges.  Your schedule has to mesh with her schedule.  There is reading to do, i.e., her TER profile, reviews, and her website, all in an attempt to make sure you are seeing provider that is someone you want to see and are willing to pay the asking price for.  

 
A simple appointment with no cattle prods, butt plugs, jumper cables, and the like still requires more planning than just locking eyes at the gym or a club, chatting a few minutes, and deciding you want to fuck each other as soon as possible, but the time suck comes afterward when she wants to keep doing this and I am done.  Lol