Really, you are the only one that can decided that. I personally find the quality of the hair to typically be better. I have my preferences for what I like. Declaration can hit in that, but rarely, I have had nothing from Wald but from what I've seen the knots don't quite what I want personally. Paladin has knots I like too, but not as many. In terms of polish, finish, and the likes for that you really can't get much better. I have some Varlets and I like those, but they were before the price increases. That's not to say I wouldn't buy again in the future though. I have over 150 brushes easy, and just the cost alone of a brush will not make a brush objectively better. The only thing that makes a brush objectively better is that it has what you like in it. That can be a hard problem to solve if you don't have experience with the wide range of products. I disagree vehemently with those that say there isn't a difference between the higher cost knots vs a cheap knot you could pick up from the various places. It's an extremely rare cheap knot that doesn't have the gel feeling I don't quite like. That part I am adverse to, and I do have brushes that have gelling that I like, but I can't take a steady diet of them. It's too easy to have it veer into a point of not being right for me. Even the ones I like I don't use heavily. Paladin isn't low tier by any means. The knots tend towards gel which I don't like overall, but there are knots without that. Even barring that minor thing I don't like, the sum value of Paladin as a whole is greater than that one minor aspect. I have Paladins I've yet to try after years that I am sure I will love when I do use them. Not sure why I haven't used them yet, I just haven't for some reason, and that isn't anything specific to them. I have too many I have yet to use.
I hope that was helpful. As a brief summary, I would say going over 300 isn't necessary for a great quality brush, and that's with a large knot (30mm). It is by no means necessary to approach that much either. I have a Key Hole 4 I purchased used for 40 bucks that looked new when I got it and it performs great. Sales for new items can come up for steals and they are great. There are differences in the various makers grades, and even within the same grades, and while I love those difference I know I'm a mad hatter that those differences even matter to me. You really have to love brushes to appreciate the minute differences, and to be honest for me they are small. 10%. Rooney 2-band heritage and 3-band heritage and Finest are my only outliers. The density is more than typical, but the Finest hair in particular has very few approximates, and takes a special batch to even get within range of being a contender, but fails to get there.
At the same time I can't say the much more expensive ones are much better because it's not necessarily true. In the end the point is to create lather with the brush, but you can go to any sort of extreme you want to with brushes. You can have exotic materials, more expensive grades of hair, a heavy brush, a light brush, a short loft brush, a long loft brush, and so many other options. I like my brushes for what they bring to the table individually. Sometimes I want a short stubby brush that is small, sometimes I want it like that but large, then another time I want large and with a good loft but still retaining density, and other time I just want soft, soft, soft. You could go and look at Plisson badger brushes and know you will find ones much more expensive than options you have listed, and though I have those brushes too, I can't say they are worth the price new. If you find them at a good price used, then I could be a bit more recommending.
Overall, I would recommend from Simpson and Shavemac quite easily. I like the selection and quality of all the brushes. I would say choose Shavemac Pure over Simpson Pure. The quality is more consistent in just that one, but both are excellent when done right. I don't get to see the brush then though, and I have more than what I need, so I like to look to eBay and BSTs for stuff I am interested in. I know I'll like what I'm buying seeing the knot, and get a much better value than buying new. It's all subjective though. There is some objectiveness in the grades of hairs and how they perform at certain parameters, but whether that is objectively better is up to the subjective evaluations of the user. You can find some users that you have commonality with for your preferences and that can be quite helpful. Honestly, I think you could go with a multitude of other options before ever approaching any of the options you mentioned and trying some more brush grades and being quite happy.