Whether or not they'll be able to raise the cap regularly completely depends on how they rebalance the Classes and implement the new Jobs.

The primary reason that the cap was not raised in FFXI was due to the unforeseen consequences of the Subjob System combined with bottom-loading the abilities of the Advanced Jobs ... particularly RDM. FFXI, at the time, simply couldn't produce content that would be able to withstand a DRK, PLD, BLM, WHM, or SMN with Refresh and Convert. Spellcasters would have dominated the game forever, and non-spellcasters would have become LOL.

I don't foresee that happening with the Armory System, but one never knows.