The last signing I did with him, I only had requests for 1 inscription per ball, if I remember correctly. If you are willing to sacrifice the size of the main signature to fit 2 or 3 inscriptions in, then you could do that. If you also would be satisfied with the common abbreviations - for example, "2632 CG, HOF 2007, ROY 1982, and 1983 & 1991 MVP" might all fit with a smaller version of his signature.
Joel