I've used film since the very early 1970s as I approached my teen years. When digital arrived, I became an "early adopter" with a Canon G5 and, subsequently a Nikon D70 and, until recently, upgrades up to a D800. I've dabbled with Fuji X-Pro1 and was recently luck wnough to trade some gear and acquired an M(240).
I don't know anything about the M8, other than what I've read, but I've been very happy with the M(240) which shares the 4 lenses I have with my M7. Personally, I'm not too precious about digi or film as, for me, they fulfil different needs. That said, as I also use MF film, the majority of what I shoot is still on film. The irony is that I tend to use my most expensive camera (the M240) least and as a steert / snap shooter.
However, I now feel comfortable that, with the M7 and M(240) + lenses, I can pack a relatively small bag and go anywhere in the knowledge that I can shoot pretty-well anything that grabs me as a travel / street subject.
Maybe I'll have a look at an M8 / M8.2 as another option - although I get a bit of angst when it comes to crop factors. At least Leica never went down the route of producing interchangeable crop-factor lenses in the same way as Nikon, Canon, etc (as far as I know).