It's probably just me being a huge introvert, but I dislike saying "I am not sure do it again" more than twice and am always left a bit discontent wondering if the prescription is as good as it should be.

I wish I could book 30 minutes alone with the machine and just dial it in perfectly myself.

It's worth finding an optometrist that you have a good rapport with for that reason. I got lucky and get along really well with the person that I see; the results are worth speaking up for.

(I had two somewhat persistent problems before I started seeing her... One was that my prescription was focused a little before infinity because the sign is 20 feet away and not infinity feet away. We tweaked some stuff and fixed that problem. The other was that if I'm tired and it's pretty low contrast outside, I always see double. We added some extra prism for that and it's helped a lot. I've had the same prism prescription for 30 years but adding more was a noticeable improvement.)

Once I felt like I'll be really attentive and answer confidently, and in the end I got overminused. The hesitation is part of the signal. If it's 1% sharper, even if you can tell which one is 1% sharper, you gotta say hmmm number 1 is a bit better but just a little.

Adding -0.5 to the diopter will often make the distance noticeably sharper in appearance while not really giving you more lines you can read, it's a sensation of sharpness but not really more info. And for that you a price because near vision will require straining your eye muscles to accommodate, and that will often cause headaches and tiredness after reading or working at a monitor.