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Again. No contract can force you to keep playing and certainly not for free.
Well, OP isn't forced to keep playing, he has a choice between continuing to play or in buying out the makeup at 50%. Often in contracts, compensation and obligations will go forth on different time tables. The fact that OP now has to work for payment he received in the past does not mean he is working for free. You might just as easily argue that after receiving the $1000 to pave the driveway, the paving guy should not have to pave the driveway "for free" and that no contract can force him to work. But both the paving guy and OP are contractually obligated to fulfill their obligations.
" I would just go hyper aggressive until I won as much as I wanted because I doubt you can pull it off the table. "
I'm not sure what you expect this statement to prove, except that you are not a good horse. Yes, at times there agency costs in staking, and a good horse is expected to minimize them, not maximize them.