I'll jump in here as this 3-4 high quality eyepiece strategy is one I've tried to adopt...
I also added the proviso that I wanted to stay with 1.25 inch eyepieces (that is the size filters I have)...
As my widest field of view eyepiece I have a 24 mm Panoptic...I like it a lot and it proides the widest field avaialable in a 1.25 inch eyepiece...evey viewing session uses this eyepeice.
I have a 16mm T5 Nagler tack sharp across the FOV...however eye relief is a bit tight for some...this eyepiece was not part of the original plan but circumstances allowed me to pick this up at a price I could not resist...
11 mm T6 Nagler...nice eyepiece and was my first "quality" eyepiece purchase, nice size and quality....for my first scope this gave me the "magic" 2 mm exit pupil...
7 mm Pentax XW...to be my native "higher power" eyepiece...it is top shelf and the difference in it's neutral (I describe as colder) color compared to Naglers is obvious...at first I was not sure I liked the way it handled color compared to the Naglers...but as I've used it I find it does grow on you...at first I thought I might mind the difference between 82 degrees and 70 (Nagler vs. XW) but I don't really notice it viewing...70 is more than ample...I highly recommend this eyepiece if you need something in this focal length.
I unfortunately recently had the opportunity to try a 10 mm Pentax XW in my Discovery Dob...trying it was a mistake in that brief use it was exceptional...I've now ordered one that I want to set alongside the 11 mm T6and see what happens...I'll probably sell one of them after comparing them for a while...but maybe not

.
I round out with a 2.5x Powermate and some assorted plossls of different makes and sizes that have been accumulated over time...
So to answer your question...and stay in 1.25 inch sizes I'd go based on my (limited) observations...
24 Pan...10 mm Pentax XW and 7 mm Pentax XW
I agree with austronomer's general comment that Pentax appears to me to have a slight edge vs TV in the shorter focal lengths...but nobody does long focal lengths like Al Nagler (in my opinion)...
Cheers!