In real life specially near the trade deadline there is usually a need in the market for a specific position. And there is either a seller’s market or buyers market.
I say make it on random on which trade deadline is a buyer’s and seller and which specifies position is most expensive/valuable. How to do this is have a setting that says like Fluctuation Trade Market, and that can turn on or off. If it’s on then it’s on random, if more than like 70% of the teams are above 500 before February then it should be a seller’s market, and the position need is based on what teams trade block needs are most repetitive. And then if it’s above 40% of teams with under 500 then it’s a busy market, this means that players are less expensive and that the buyers have the advantage. But still enforce the needed positions are more expensive.
To do the actual like make it easier and harder to acquire players do it like easy mode and hard mode. But instead do like specifically easy to obtain when selling and vice versa for a buyer’s market.
Also might as well as the trade system is getting a rework, make it so when selling pending ufas at the deadline, the value is what a realistic pending ufas is and not like if they were not ufas (just don’t make their value so high and make it more like a 3rd - 7th depending on a player. And maybe some teams will pay extra? Kinda like nic Roy for Marners rights when Nic Roy got flipped for a first and fifth.