You can't just say it will favor the one that is aromatic if it is introducing other unfavorable interactions. By that logic, (1E,3Z,5E,7Z,9Z)-cyclodeca-1,3,5,7,9-pentaene should be aromatic too.
Your are arguing that this would exhibit fulvene-like aromaticity. My counter is that fulvene is only slightly aromatic* and that the introduction of an unfavorable interaction would make it less likely to be aromatic.
*UV-vis evidence that it is, but he ring current is almost unmeasurable by NMR