Is there a specific drawback you are worried about? I am unaware of any dangerous electrical effects. Having crossings might imply there is extra cost for the physical supports or that it looks inelegant. Movement of the wires should be accounted for so that crossing wires do not damage each other with physical contact.
A lot of time you have insulating spacers to prevent slapping of lines on long runs
------------------------------------------------------------------------------------------
If you can't explain it to a six year old, you don't understand it yourself.
Some engineers avoid shield wires over substation buses to avoid the possibility of a broken wire causing a bus fault. I don't know how much of a problem this is, but it can be avoided by using lightning masts without shield wires.
Mainly concerned about physical damage to wires slapping against each other in wind events. But didn't know if there were any electrical concerns maybe like circulating ground current or any other weird phenomena.
Lightning masts are a good suggestion. I think replacing a couple of static poles supporting static wires with masts may be a good solution.
