With a small vent size (around 1 mm), you can avoid most of the sense of occlusion but still have close to a closed fit with all the advantages it offers for noise reduction and improved directionality. Especially when the major bugaboo of hearing loss is difficulty with speech in noise, I don’t find it beneficial to go for naturalness and throw away improved ability(for me) to deal with speech in noise. But as you say, to each his own. But it is possible to adjust to a new natural. I think however much one sees oneself getting out of a particular configuration has a lot to do with how acceptable and eager one is to adapt it as the new normal
A discussion started by MDB quite a few years ago on open fits vs. closed fits is here: Article on open fit vs closed fit. A particular Widex paper that I found helpful is mentioned by me in the thread started by MDB: Article on open fit vs closed fit - #10 by jim_lewis
Don awhile back also vouched, as I have found by following his example, that it’s possible to enjoy the benefits of a closed fit, while minimizing occlusion: Noise reduction and open fit - #19 by Don
I think it’s great for everyone to experiment and find out what works best for them individually and carefully weigh what the good and bad points of any configuration are