I don't think he has much of an idea to be honest. Do Maguire and AWB and James really look like cookie-cutter United players to you?
Does Ole have contacts with the CEOs, chief negotiators and DoFs of other clubs? No. He has none. Does Ole have contacts with agents, other than his dodgy Norweigan pal? No. He has none. Has Ole got any experience in hiring managers? No. Has Ole got any experience in negotiating player contracts? No.
He has the qualifications and the experience to be a football manager, albeit not a very good one. He has no qualifications or experience of being a technical director or DoF, so why on gods green earth would we give him a massively important learn-on-the-job role like that? Are we just turning into a charity for keeping ex-United players in work? Why would we reward his massive failure as a manager with a promotion? What top or aspiring-to-be-top manager on the planet would want to work here with Ole as their superior?