The 1098R would have been a big thing 20 years ago - just as the 999 was launching
I've had a Bayliss 1098R on the road for the last 3 years and likely this year too - you either want one or you don't. Personally I don't like the V4's and prefer my old R1 to a V4.
I also have an ex race 1098R that won a national championship only 5 years ago against R1M's and other modern tackle so they aren't that far out of date
Having the latest & fastest just for bragging rights is a bit silly tbf, always buy what you want for yourself and not for what others think. Are you going racing?
Financially V4's will go down in price where the 1098R's have generally been going up in value which would always be a consideration for me, otherwise I couldn't justify buying 4 1098R's over the last few years.