older players tend to sign for lesser money in pursuit of their first ring.
I don't understand how your proposal affects this.
Seems contradictory, if anything.
We simulate ring chasing by TTS.
In free agent bidding, we should also incorporate the total amount of money to be received by players. [...] Those players around 30 will be going for their last big contract/more money in lump sum.
The latter is true. Could be done if you propose a mathematically elegant solution.
However, I don't think it's a biggie. So that old guy, instead of getting 3y & $15M might sign a 2y & $12M FO deal, or maybe even 1y & $8M. After that, he'll sign another based on his productivity in this period - veteran minimum if ageing rapidly, or another couple of mil if he's an alien like Tim Duncan.
So yeah, maybe not 100% accurate, but the overall money is pretty similar.
On the plus side: the way we do it, we have more free agents (fantasy games need action), and less broken down 38yo players locked to long term deals (fantasy games often see the GM's quit right after messing up their franchise).
Plus, we're already discussing a discount for successful veterans (see my post above yours), which would help in some of the situations you described.
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