You had not mentioned using spectacles.
1. For the most part larger ratios (see first replay) yield more forgiving eye relief.
2. Alignment of telescope barrels should not be dependent upon quality of spectacles' alignment any more than for of non-spectalce wearers. If you wear glasses and they are out of alignment, you'll know -- headaches & more. If your glasses adjust for astigmatism, as well as visual acuity, you are correct.
3. Binocular manufacturers build eye relief into each design. some pocket binoculars offer long eye relief -- at the expense of field of view.
4. All of the binoculars I have used are suitable with spectacles.
5. At my stage of life, I wear glasses but do not wear them when looking through binoculars. I push glasses up with binocular.
6. Why, you might ask? Spectacles add two air-to-glass surfaces that are without lense coating to reduce glare or light refraction. It's a little thing, but i believe it helps -- the plcebo effect?
7. Can't afford good ones? AHA! the problem. Buy used. Buy military surplus from Deutsche Optik. Many manufaturers offer transferrable warranties. Most warranties for high-quality binocualrs are L O N G. Steiner binocualrs, for example, are often on sale at Sierra Tading Post, Sportsman's Guide, and many mail order "birding" optics' resellers.
8. If $300 is your top price, you have many choices from #7. Deutsche Optik has Leica, Hensolt, Zeiss-Jena, etc. These are excellent, and so is seller.
9. Rather than rely on numbers -- 8 x30, 8 x 42, 8 x 56 -- invest a full day. Visit a large reseller and try your top choices out. Convenience in using may prove to be more of a deal-breaker than eye relief or field of view. And remember $900 dollars -- I wouldn't be caught dead paying that much -- is not very much per day for the rest of your life. The last binoculars I bough were Zeiss 8 x 30s, which cost $620 new in January 2002. I invested another 200 to send them to Germany for an F2 rangefinder reticule and snow lenses.
Good deals are always available if you root around. Good luck.