Which stabilizes a carbocation more : Back Bonding or Conjugation?

Suppose we take these two compounds:


[![enter image description here](https://i.stack.imgur.com/cKA6l.png)](https://i.stack.imgur.com/cKA6l.png)


The first carbocation can rearrange to produce the second one by hydride shift. Which is more stable ? Why ?




I am inclined to consider the second one as a "bona-fide" carbocation, if that makes sense. The first one resembles a protonated aldehyde rather than a carbocation, so relatively speaking, the first one should be more "stable". 


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