One would think, or I would, that multiple numbers of 20HP/15kW motors would merit a three phase supply. In fact, I can't recall coming across a motor of that rating that wasn't three phase.
I was brought up on a farm in Scotland with lots of hills and sheep and other beasts. Not quite like your mid-west praries. We had grain, wheat, oats, barley but not on a grand scale.
And my engineering background is industrial.
Remote areas may not have three phase distribution nearby. Once you reach a demand level determined by POCO they may still require you to go with three phase, which will mean some cost for them to upgrade their distribution to get it to you.
Single phase general purpose motors are rare to see over 10 HP. But in recent years I have seen many 15 and 16 HP motors that are basically a general purpose motor. For many years there has been special purpose aeration motors that are common on grain storage aeration fans. They take a motor design that is about the same thing as a 10 HP general purpose motor, but rate it for 12-15 HP as long as it is installed in the airstream of the fan it drives.
You might end up with multiple lower HP fans instead of one larger HP fan because there is limitations on how large of a motor is available. POCO's may also have a limit on how larger of a motor they will allow across the line starting for.
In recent years the storage capacity of such bins has been increasing, which is also requiring higher capacity for aeration.
30 years ago when I was first starting in this trade, we seldom connected an aeration fan on a grain storage bin that was over 10 HP, on a farm - commercial elevators maybe. I have a storage bin coming up this season that will have a single 50 HP fan on it. The existing bin next to it has two 25 hp fans and was constructed last season, and several same sized structures by same customer at different sites were the same in recent years. They decided to try just a single 50 HP on this one to see how it works out.