I am not usually a fan of "slow plodding" acoustic numbers but I really do like this a lot
I find the vocal debate interesting as I can see what you are doing with the "low - high" thing but I also understand where JMACDON is coming from
My personal take is that it doesn't really matter what register you sing in (high or low) but it has more to do with the amount of EMOTION you get across that is important to gaining/retaining the listener's interest
It is usually easier to put emotion into a "higher register" performance - however it is still possible with a lower register, Tracey Chapman springs to mind
I think it is worth percervering and trying to eek out every last bit of emotion in the vocal performance to really connect the listener with the lyrics
I thought the "woody" tone you captured from the guitar was particularly nice - great job there!
I still haven't managed to get my hands on Cubase/other software that has a rack of decent virtual midi-controlled instruments...
I think CAKEWALK SONAR is a good bet for soft synths - it comes bundled with a staggering amount - much more than most othr DAWs so may be worth checking out - I am a huge fan of CAKEWALK