Since I hate trenching I will attempt to get the HO, GC, or a sub to do it but sometimes I end up having to do it myself.
Here is my pro tip: If you have to do the trenching yourself, Use rigid conduit instead of PVC. PVC has to be buried 18 inches to the top. Rigid only has to be buried 6 inches to the top. That's a whole lot less digging and minimizes your odds of hitting an obstruction. Rigid does cost more, but you are eliminating 2/3 of your digging labor so it comes out about the same.
You might be thinking "but I don't want to thread rigid pipe". Well, you don't have to. Use compression couplings and connectors. You only need one compression fitting per straight run. Every other pipe in that run will use the factory threads and couplings.
"What about bends?" you ask. I try to minimize bends by keeping straight lines but some bends are inevitable. A hand bender will fairly easily bend 1/2-1" rigid. For bigger sizes, use factory bends. I once needed to do an offset in a two inch pipe that was better off bent. I took my pipe over to the apprenticeship school and used their Triple Nickel electric bender. You could also borrow the bender of a friendly EC as well.