re: Is Evan Longoria going to be with the Rays forever?

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Hindsight is 20/20. He's clearly someone who values financial security and he's due to make 130m+ over the course of his career. He was coming off probably the worst year of his career at the time as well.

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Longoria technically had his best year by OPS+ in 2012 but he missed three months that year due to injuries. That might have scared him into signing the extension. Still, Longoria was a relatively healthy player for his first four seasons and he should have shown more confidence in his body because he's missed a total of two games since signing that extension. And as I stated before, Longoria has very similar career numbers to Robinson Cano when hit the free agent market in 2013.

Robinson Cano- 204 HRs, 822 RBIs, .355 OBP, .504 SLG, .860 OPS, 126 OPS+, .368 wOBA, 126 wRC+, 45.3 WAR

Evan Longoria- 237 HRs, 794 RBIs, .345 OBP, .489 SLG, .834 OPS, 128 OPS+, .356 wOBA, 126 wRC+, 45.9 WAR

Cano ended up signing a 10 year, $240 million contract with the Mariners. Longoria would receive similar contract offers and probably would get even more than Cano considering the fact that 3B is a more premium position than 2B and the weakness of this year's free agent class. Longoria would have likely doubled his career earnings if he had simply let his original contract run its course and hit the open market.