Find a local tire place that deals with farm or construction equipment
and have them "foam" the tailwheel. You will never have to pay
attention to it again. The urethane fill has about the same flex
characteristics as a properly inflated tire so there are no issues
with shock absorbtion, etc. The foam adds about a pound to the
tailwheel, so do a new W&B and enjoy moving the CG back a notch. I
"foamed" my tailwheel about 5-years ago and our entire club fleet of
Grob 103's have been running the foamed T-wheels for at least 3-years
with no issues.

Bob