You truly are Queen Classic of YLF! You make it look so easy. Those shorts look fabulous on you. I say that with some envy since they are precisely the style I've always liked but have never found a way to wear that flatters me! I have a similar problem with classic straight leg chinos, too. It's something in the cut but not sure what. Finding the A-line jorts was a revelation because now I feel I can wear the longer length. I can wear slim Bermudas, too, just like slim pants -- it's that in between straight cut that does not work. Similar to the way a tube skirt works better on me than a pencil skirt, too.... (I am really in the weeds here, sorry!)
Your formula seems to be working well for you and if it is not broke, don't fix it! It could be a mood thing with the colour -- you wore the Hawaiian shirt a lot last year and may simply be in the mood for a quieter palette again. Nothing wrong with that. It will come back into favour.
I would not say I am struggling, exactly, but I don't have a formula, either, and I think it is time for a more substantial summer refresh next year, perhaps.
There are several HEWIs that I haven't worked hard enough to source (linen pants, a linen skirt, more sleeveless tops, a casual but still presentable lightweight daypack that does not look too gear-ish but still functions as gear.) And a cropped denim jacket that has a fitted, not boxy shape. I have wanted/ needed these items (or substitute) for several years and have not found the right ones. I make do with my old stained Rebecca Minkoff nylon bag and my old shorts.
MVPs this year include my jorts and the rest of these older items.