Is This a Terrible Idea?

[Tim Porsche]

So, I have about 400 - 500 sq. feet of roofing that needs replaced at a rental. Some of it is asphalt and some is shingle. There are about four different sections...three of them are porch roofs and one is just a very small patch where part of the living room protrudes out from the rest of the structure. The main roof has already been replaced by a licensed and bonded roofer.

So my question is, for just this small area and because they are just porch roofs and not protecting the main structure, would it be a bad idea to have a skilled handyman who has done roofing before replace these sections of roof? What's the worst that could happen in this situation if it's not done 100% properly? I'd like to save some money, but not at the cost of causing bigger issues down the road. Thoughts?