In width or height?

the height of the headers, do they need to be trimmed?

I would try making the head jam height (less the cap) closer to the side jam width and see how that looks to you.

The height looks to much and width looks to long. This is what I did, it’s all personal though.

I hesitate to mention this (I am going to do it anyway), I think the crown molding is too big too. All the trim from floor (base board) to ceiling (crown molding) needs to be composed in its entirety to work together properly.

It feels like the crown is the bigger issue. But I really like PPF’s photos

Thank you all -- now to figure out if I should swap it all out...

I'd have to see more of the overall style to be sure, but 8' ceilings are rare in my area and never on the main level. Since your ceilings are so low, I think it would be better to go with same header as vertical. Appears to be 4" rect. You need more visible wall above the doors.

This shows a head assembly (3 pieces) heights of 7.25", 5.5' and 4.5".

3.5" side casing, 30" door, 6" crown.

I like #3

This is all very helpful! Thanks!