Grass cutting depends on climatic conditions.
Do not cut when covered in frost or snow. However if the temperature is above freezing then this is what you need to consider. Grass should be left longer to protect from heat and cold!
Materials such as leaf fall should be cleared from the lawns as if left will destroy the grass. A high cut is the easiest way to do this.
When the lawn is water logged it may be worth trying out on a test area. If the machine is muddying then you know to stop. With experience you can tell by walking the lawn.
In times of drought, lift cutting height and stop when the lawn is blond.