First, the Ultravalve won't be "a pain is the ars", as the tubes should last several years before re-tubing. While the tubes are the weak link in any tube equipment, there are lots of proven reliable years here with other users to chime in, I'm sure. Biasing is not a religious practice that needs to be done everyday. I simply check mine "every once in awhile" and leave it at that. Bias change is directly related to line voltage change, so it is normal for bias to drift above and below the normal 1.56 voltage setting.
Anyone of your combinations will be great. It depends on your budget, as you have stated, but also need and feel good driven. If you are uneasy with tubes, and they are not for everybody, your Insight 240 might be best for you. It's plug and play, no tube replacement hassels and will have enough power to drive most normal speakers to more then adequate sound levels.
Perhaps the Vision preamp/DAC and an Insight 240 would be the right choice for you. You'll be under your budget and there won't be any tubes to bother with (the T8 is all tube).
I have the Insight EC pre and the Insight 260. I couldn't be more happy with this combo.
Wayner