I think Tito would be capable of outboxing/outfighting Jackson, but at middleweight his power would not be on par with Julians, no way. And god knows Jackson could put Tito to sleep at almost any time. Would be a hell of a barnburner while it lasted but if Trinidad couldn't put some serious hurt on Jackson early, which Im not sure he could have, Tito would have been caught sometime by the mid rounds no matter how he did until then.