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I wouldn't be completely surprised if Fielder ends up taking a shorter term deal for higher annual dollars.  The thinking being, after 5 years he's 32 and can negotiate another monster deal.
The fact that Boras is NOT angling for that (from all appearances) indicates to me that he's skeptical about Fielder's later-year production.  It also probably has something to do Fielder and/or his wife wanting longer-term stability and security.  They'd probably rather know their kids won't have to be changing schools 5 years down the road.
I think part of it is ego, both for Fielder and Boras - wanting to keep the bar high for years and dollars, to keep ratcheting up the size of contract players can command.  But part of it also is pragmatic, due to Fielder's body type and geneology.