for me, the tough thing would to be in Sid's shoes.
in the last two seasons, teams have promoted, when he could have simply bought up and won the league and promoted, he was in a sufficient ladder position and has enough cash or at least players to sell and then buy, to have won both seasons.
For me, watching two opportunities pass by without making a move would be a very hard pill to swallow.
Its a luxury at the same time though
And im not taking anything away from Windies or Sundae, they both won fair and square, but at the end of the day, if im sitting here with millions in the bank or millions in player talent that i could sell, and buy up to win the league, and i choose not to..... then it begs the question of would I be able to handle a third season of watching someone else promote when I could simply buy up and promote?
End of this season his two trainee's salaries will probably pop to about $40k-ish, so thats gonna add another $40k-ish total to his expenses - not enough to worry him I wouldnt think - so he could comfortably sit here in Div II again until end of next seasons expenses wise
problem is - is that we have all seen what Crockers did to Vios back in season 19. So if Sid passes by an easy opportunity to promote again this season - then next season, another 'Crockers' scenario happens, you would be ruing 3 potential opportunities to promote and money lost.
The bigger problem for Sid is that EVERYONE knows the above situation and can plan for (or for those will evil-ness in them) plan against this.
the plot thickens.................