There is a specific reaper/linux topic http://forum.cockos.com/showthread.php?t=26690
I use reaper sometimes, but have never marked the winecfg box for jack, just the alsa box. I have
read that in the past, wine itself made little or no use of jackd, beyond presenting wineasio to things that do, and that in some instances, having both marked, may create an odd problem. Don't know if wine uses jackd2
for anything or not. For some time now, reaper has autoconnected to jackd, and accepted routing to other jackd inputs.
(my video old videocard was unsupported by any debian, so no AVlinux, now I will try again later this week with
a new card, and 4.2. )