There are certainly things to know and watch for while replacing these head gaskets. If you posses a good mechanical knowledge, can follow their instructions and own a decent torque wrench- it is with in your reach to do this successfully. Typically in addition to a dropping oil level, the oil turns dark from the combustion gasses entering the crankcase. If you are hiring it out, keep the oil level up in the safe zone and get it scheduled in. 30 weight oil is recommended by Briggs. They like to sell their 5W30 synthetic, 10W30 meets spec as well as SAE 30 plus 40 degrees.
True, 30W is one of the oil types recommended in the OEM B&S Operator's Manual and Repair manual. It's odd that JD omits it in their manual. Below is the OEM oil chart.