In the example you give, calibration is already a year out of date, so another day or two isn't going to matter much.

Depending upon which standards you are trying to follow, no doubt there may be some rulings about "slippage" buried somewhere in the small print (especially if you are Accredited), but otherwise it is really a matter for your management (of the hospital
etc.).
Just do your best ... but if you are having trouble meeting scheduled commitments, why not make a case to your management for extra resources? Or, failing that, seek a relaxation of PM intervals for non-critical items?
