Current boot+ blade : Jackson Elle set with mirage blade (still alive after 10 months and a total of 4 sharpening)
Ankle position: normal with occasional supination
Complaints: toe box has too much height vertically and too little width horizontally; little contact between the middle of my foot and generic Jackson aspire insole that came with the skate
Which is good given that I'm also looking for an even more rounded less tapered toebox. Currently length wise they are perfect, but the issue is my big toe ends up being turned inwards at an angle towards the tip of the boot which is the longest point, with it being somewhat the same story with my pinky being turned inwards as well. As a result my middle 3 toes stagger themselves upwards in a curve of sorts in order to fit.
* I'm not here to recommend a particular boot for you. But here are some comments concerning the problems with your current boots. I'm wearing the current Jackson 5362; and I wore a similar model that came before it.
* Jackson uses different grades of linings in their boots. Your Elles are a lower-end kit (boots with pre-mounted blades). On this forum there have been complaints that even in the Debuts (sold as separate boots only) the linings around the heel wear prematurely. In my two pairs of Jacksons, I've had no problems with the linings. When I went to get my blades sharpened a month ago, I compared the linings in my boots with those of the Debuts, and they are different.
@Ic3Rabbit recommended that you consider the Synergy Elite. I didn't look inside one of those, but check with Jackson whether they use the same linings as the 5300 series boots. If so, the linings should be durable.
* You mentioned that there are no fitters close to you. So did you buy the Elles online? If so, I'm guessing that you did not have them heat molded. I checked; the Elles are heat moldable. Stock Elles come in two widths: R(A/B), W(C/D). A while ago, Jackson changed the widths of many of their boots: they use the same outsole to cover two widths. Thus, the R outsole is used for both A and B width; and the W outsole is used for both C and D width. For each outsole, the wider width is attained via heat molding/stretching of the uppers. If you didn't have this done already, that may be one simple fix.
* The toe box can be further rounded via punching and spot heating (done in multiple stages if needed). I've had this done to my boots, and was able to avoid the need for a Rapid Custom (see below). You need an experienced tech, and you need to leave the boots. This is a longer-lasting and more extensive procedure than quickie spot punching done cold.
* If heat molding/stretching/punching in a stock boot is not sufficient to give you sufficient width around the ball and toes, but the current heel fits snugly, then for higher-end boots, such as the Synergy Elite, you can order, via Rapid Custom, boots that are even wider about the ball, while keeping the same width heel.
* It's not clear to me that excess height in the toe box is indeed a problem. Right now you don't have enough width, your toes are squished, and some of your toes are being forced up. If you correct the width problem, this problem might go away. Also, it's likely that you will need to swap out the stock insole (footbed) for a different one to provide proper support for your high arches. The corrective insole will likely be thicker than the stock one, and a higher toe box will be advantageous to accommodate the extra thickness. That's a problem with boots with lower volume: they often don't have room for corrective insoles.
Although it may not matter given all fitters seem fully booked out for the dates I'm in Boston, the issue with semi customs is that I'll be on a plane back home before they arrive, and would need to have them permanently mounted before being shipped to me. Otherwise, I'll have no way of mounting them since im uncomfortable mounting them myself.
Also, since it's such an over boot I was thinking of getting them fitted and mounted so I have them, but not using them for another few years until I'm ready. I really don't know when I'll have another chance to get fitted, and really don't want to buy something I'll need to replace in a yr or two since i actually can't replace it
Not having a fitter nearby is a problem you'll need to work around. Especially as you progress to higher level (but still suitable for you) boots and blades, you'll typically need more than one visit to a tech. E.g., with boots, if you get an initial heat molding with the stock insoles, and then later get corrective insoles, you'll likely want to get a second heat molding with the corrective insoles. And with blades, you typically get an initial temp mount, try them out, get them adjusted, and try them out again. Often you'll need another iteration before the permanent mount. And you may need shims installed as well.
So you may need to plan an extended stay where you can skate several sessions near the fitter. Or ask around your local rink if there are coaches or other skaters who can handle some adjustments (such as blade mounting/alignment/shimming).