Thanks for all of your responses. Can't find the speed bleeders for my SE Deuce in my area. If I find them I'll try them. Will post what happens with it all.
Just reread the remarks so far. Given what you've described in the latter parts not sure it's a bleeding issue since you seemed to have successfully bled, let it set, then had a problem again. If once bled well I'd not expect an air intrusion or entrainment problem to so quickly recur. DOT5 is a pain in the ass in many way, so not saying it's not happening, it's just a bit against the norm.
However; if you're still concerned about air and still using DOT5 (expensive DOT5) then make it simple on yourself and just don't keep

or

. Use your vacuum tool and suck out all the DOT5. Despite many net based warnings to the contrary you can flush a DOT 5 system with DOT 4 or 4.1 and be just fine. A good synthetic DOT 4 or 4.x fluid has nearly the boiling point of DOT 5 and it doesn't suffer from having the difficulties to work with that does DOT 5 silicone based fluid.
Don't get me wrong; there are benefits to DOT5. It won't damage paint if spilled on a painted surface, it (generally) has a higher boiling point and it is hydroscopic (won't absorb moisture the way the other fluids will). The benefits there are obvious. They are, however, narrow.
Good synthetics of the other fluids can come close to matching the boiling points. Regular flushing every couple of years solves the moisture issue anyway. If we're careful we protect the painted surfaces. Then we get the benefits that the other fluids don't agitate like DOT5 does and entrain air (which is what it makes it so difficult to work with). Pump a pedal or lever too aggressively and you create the problem while you're bleeding. An ABS system with cause the problem when it works normally; which is why ABS equipped vehicles can't use DOT5.
If you're bored some night with a beer too many and a sacrificial blender try something. Put a pint of DOT4 in a blender and spin it up. After it's spun for a bit it's still normal looking DOT4. Do the same with a pint of DOT5. After it's spun it's all bubbly. That, writ large, illustrates the problems we have inside the systems when handling DOT5.