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if you can get a reasonable contract extension, could give you 1-2 more years before you trade before it breaks the bank. It may reduce # of viable trade partners (however, multiple years to look for trades ameliorates that a bit), but still get a good return with extra years of production (if warranted/can fit in).
Hard to keep a leadoff player over others. downgrades at any batting position 2-6 on your team of similar amounts are probably larger losses to runs scored over 162g than at leadoff.
ages, financial realities and such.. didn't look at all variables...
front-loading while you can afford it will give an extra year to figure it out too. I like to shape payroll for future as much as i can. can avoid the problem more often or delay need to trade further more often. ==> more choices, more comparisons, better return with no obligations as you pick and choose over a longer period of time..
While i am not afraid to trade a great player a bit early, in general i try to squeeze as much as i can while still getting a decent return.. can do all sorts of things to maximize how many you can pay at one time, sometimes that means letting someone go, too. It's painful when it is a great player, but realities of bad financial decisions are always worse.
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