User blog comment:Water Dragon Slayer/DREAM BATTLE CHRONICLES: FIRST MATCH!/@comment-11966702-20130718122449/@comment-7418318-20130718131436

Did Jude ever say that Layla worked there? As far as I remember he only said that they met there. Maybe she made some investments with the money she earned as a mage, or she might have been hired by Love & Lucky to escort a trade caravan or somesuch.

Another alternative could be that she started to work in that trade guild after quitting being a mage. We did hear that she had to retire from mage business due to fatigue, but I don't think it was ever mentioned when, so it could have been before she met Jude.