I attempted to put the four main strings on for an hour or so yesterday, it did not go well.
The basic problem is that I don't have enough adjustment in the tuner. Because I have the tuners inside the body, I have to pull the string through the body, attach the tuner to the string with the set screw, push the string back through the body, put the ball end in the holder, clamp it down with the cover and then thread the tuning screw into the tuner. I knew mounting strings would not be easy with this bass, and I'm ok with that, but there's a difference between "not easy" and "impossible". If I had more adjustment then I could install them loose, but with the limited amount of space I can only get about an inch of throw, that tight angle over the string saddle doesn't help on the heavier strings.
If the tuner is attached to the string too far back, then I can't get the string up to pitch before I run out of threads, if the tuner is attached too far forward then I can't get the ball end into the holder in the headstock. Yesterday I made three attempts using a sharpie to mark where the holder should go, out of three attempts (12 strings in total) I got 2 or 3 strings up to pitch. Perhaps with more patience I could get this system to work, but I am not sure as even with the amount of care I am taking I should be able to get more than 25% success!
Right now I'm running the string over the top of the end of the tuning block, then it goes into the slot in the block at an angle where I pinch it with the set screw. This makes mounting that block onto the string awkward as the angle of the string pulls the tuner off center. I think if I drill a hole in the end of the tuning block, run the string straight into it and pinch it inside that hole I will get a better purchase on the string (when it's an angle any movement of the block can cause the string to slip out from under the set screw) more tuning ability (the screw won't run into the string) and I should be able to adjust the string in the tuner inside the body. That last part may be a dream as there's not much room inside that cavity. I got some 1" screws yesterday and that seemed to help, but again I ran out of room inside the block because of the string taking up the end of the tuning slot.
Again, I'm not at all frustrated by this, just more engineering to be done. I'm still pretty confident I'll get it done, it's just a matter of coming up with a better solution, this is one of the realities of building a bass that hasn't been built before, you get to figure stuff out on the fly.