Here’s a Layout You Don’t See Often (or Ever Before, for Me)
Things that came to mind at first glance:
How does a roofer handle this?
Did the architect see this coming?
How can this not leak?
Now what can be done?
He routed one valley into another.
Lots of goop and maybe ice guard under the valley flashings and shingles.
Probably ice guard for a while and a longer upper valley metal?
Do you have any ideas? If so, send them to firstname.lastname@example.org.