Jesse Lingard is a great example of what is happening in the rest of society. Talentwise and per his football accomplishments, he is a marginal player who couldn't play at any other Premier League club - ask yourself what would be his selling price to another PL club? However, he keeps the right people happy, like Pogba and Rashford and successive managers, and by virtue of his social media and the fact that he is an Academy product, the rest of fandom. He also gives everyone the impression that he is a better player than he is by starting clothing brands, dating famous models, usually the spoils that the best players like CR7 only get after reaching a high level of performance.
As a result, he is in the starting 11 of one of the biggest clubs in the world, taking up a place that would be far better used by other players (who are inevitably less high-profile and therefore seem, unfairly, less tested) who have a far higher current performance level and ceiling.
All good clubs need characters like him around but it is only in this era that they have grown from being bit-part players (like Anderson) kept around the club for morale to being stars in their own right. I hope that Ole does keep him around as a reserve or impact sub but he has to realise that Lingard needs to be removed from consideration as a regular starter forever.