I don't get your argument about the debt Tigers5150. You say they were not 20mil in debt and argue the point by saying they had 5 million in assets. So would it be accurate to say they were 15 million in debt?
Anyway, any coach coming there now, must demand full control of the management of the squad. The board if they have any serious intentions of turning their fortunes around has to relinquish their control. The coach should have that clause in his contract, that he has complete discretion to manage the roster as he sees fit.
The coach should come in publicly stating that this is the agreement so it is clear to all that this is the agreement.
If at any time the board reneges on that deal. Cleary should walk and leave the club to their mess.
The board should so this and appoint Cleary now, ASAP. Cleary then says signs teddy and woods and put the other two on notice that they are free to negotiate with other clubs, and they will revisit their position on signing them in 2 months time.
This gives them time to test their value, find out they are not worth what they think, bring them down to earth and get them focused on what they should be, their footy. If they aren't working out, get rid of them, don't prolong the pain any further.