It seems plausible that the τ = sqrt{2m} singularity is a pure coordinate singularity. If this is removed by going to Eddington-Finkelstein coordinates, then it would be interesting to work your problem to start in those coordinates. I might this weekend try to work with this some to see what happens.
As for Hawking radiation, you are talking about the final "POW!" when the black hole is completely evaporated. That part of the problem is not well known in any coordinates. Your objection does have a certain classical logic to it. However, by the time the black hole is down to its last 10^4 or 10^3 Planck mass units the black hole itself is probably quantum mechanical. In my coordinates (assuming they are unique to me, which is not likely) the singularity at infinity may not have to "move" from infinity. There may be some nonlocal physics which causes its disappearance without having to move at all.
I think your work might provide some machinery for looking at nonlocal quantum physics of black hole and possibly some duality between quantum fields (information) on a stretched horizon has some duality to quantum field interior to the black hole. It would be interesting if this could be demonstrated without violating the quantum Xerox principle (no-cloning). The appearance of the τ = sqrt{2m} singularity, even if it is a coordinate singularity, gives me pause to question whether information concerning the interior appears at the horizon.