I use the R2 on my SE-8 for two purposes. Because the video output is instantaneous, it is a nice outreach accessory; and I also enjoy it for my personal use. In both cases it allows me to instantaneously observe DSO's (in color); for my personal benefit, it adds satisfaction to also having observed that same object in the eyepiece.
The video output is analog, and, yes, there is some "upgrade" to a higher quality display. For myself or for small groups I display the output on a 12" battery powered camper's HDMI-TV. For larger audiences I connect the output to our club's LED projector for a large screen view. (Projecting Saturn onto a screen is a definite crowd pleaser as it fills the screen!) In my experience, the quality of the hdmi TV benefits the image; the club's LED projector is not HDMI and it is not as crisp of an image. (You could use the 7" monitor that comes with the kit, but the experience is less satisfying.)
The R2 does not require a computer to operate; it is, as advertised, an enhancement to your eyepiece experience, particularly if you live in less than "bortle heaven", allowing you to see things in a way that you could not see them in an eyepiece.
The R2 is not regarded as an astrophotography camera nor as a high-end EAA solution, though some users send the output to a video grabber on a USB port of their computer and do create some good images afterwards with processing. (There is also a 3" DVR accessory available from OC Telescopes that captures the video output--at lower resolution--for capturing the output without a computer.)
Since you seem to be an accomplished DSLR user, you will not find the resolution from the R2 to be equal to your other accomplishments. However, if any of its strong points benefit you, consider trying it. If you want to produce higher-end images, this is not your best option; you will instead benefit from one of the new digital cameras that only work with a laptop and software. (Be sure to get help in choosing a camera that is compatible with your scope.)
As nic35 suggested, it can't hurt try to play around with one! If you were to invest any $$ in the solution, I would recommend the $13.00 extension cable as it removes all but one small cable from the back of the scope. Hope this was helpful.