To the typical roofer, pitching the roof properly, installing crickets, etc, is an extra-level of work that is not in the scope of their contract. Most will just spread out some sheathing and roll out the material, such as EPDM rubber membrane or white PVC. It's a lowest bidder situation for many landlords, and the skill of the crew and desire to make the roof work correctly is largely an economic consideration, and the landlord is in control of that dynamic.
I was on a roof yesterday that was a problem for many years, an EPDM with a lot of leaks due to UV breakdown. The roofer told the store he would be done with the project in two weeks. That was mid August. He just finished in early October. I met with him in early September on a PM visit, and I can't tell you how he communicated with his crew (he did not speak any Spanish while we talked) or how he got the other guys back to the jail from work release.
In other words, 20 men, one roofer.
The plant life typically grows in the pipe hub connection around the flood drain (the one where the pipe sticks up higher than the other drains) so that's just a matter of dirt settling out of the air and a few spores or seeds.