I think we might do some kind of elongated, short cupola on the roof. It might look a little funky, but I'm not trying to win any awards for aesthetics,
A Cupola, Monitor, or Clerestory is an excellent way to get draft-free, high-level ventilation. Gable vents also work well and are probably the most practical for converting a lean-to structure.
Putting the venting under generous roof overhangs keeps the air flowing during severe weather. Here are a couple links about how to extend the roof if necessary.
Here's how-to (and how not to), extend a roof by sistering the extension to the rafters: https://strousehomeinspections.com/blog/structural-roof-extensions.html
And here is how to use lookouts to extend the roof at right-angles to the rafters: https://www.backyardchickens.com/ar...e-overhangs-eaves-of-a-shed-coop-house.76599/