I think the key to their season may well rest on the scope and extent of their putative Globetrotter-style tour.
Woodward, if he possesses a backbone and is capable of independent thought, should realise how important a top four finish is in the season ahead for the long term strategic goals of the club and should act accordingly, even if it means standing up to his paymasters.
There will doubtless be short-term commercial benefits to ad hoc visits to South East Asia during the season, but a surfeit of any such trips will erode the competitive advantage united currently enjoy over their rivals for the Champions League spots. An accumulation of long-haul trips will doubtless sap the squad's individual and collective energy; a number of mindless, meaningless friendlies will diminish their individual and collective spirit.
The Glazers have been incredibly lucky so far that their project has remained on track. Their commercial instincts have proved to be extremely well judged and a single season away from the spotlight of Champions League football will do little to derail their ongoing MO of using the club as a well-stocked ATM, but their well established avarice may get the better of them on this occasion.
Failure to qualify once again will have a profound effect on the standing of the club: UEFA Coefficient points; sponsorship deals; covenants with lenders; appeal to prospective players. All those elements which are the building blocks of any contemporary major football club would be significantly undermined by a further season out of the Champions League.
Will they be able to resist the short-term urge to fill the tills, in order to ensure their long-term plan stays on track? Will logic prevail over greed?
Will their luck eventually run out?