Lynn didn't actually need Hill's comfort; he was already considering how much money to spend on those weapons specially designed to deal with dragons. Hill could hear him mumbling that the goods from Silvermoon City were good but expensive.
It never occurred to him to ask Hill if he had any solutions.
Even though Hill's mage level was very high, Lynn seemed to treat him as a minor.
He never took the initiative to ask Hill if he had anything, not counting the elf wine, which was something Hill had offered first anyway.
This behavior was commonplace among adult elves, as it was unlikely for elves or half-elves who had just left the Forest of the Elves to venture out could exceed 300 years of age, and thus were not considered mature.
Even with great power, it only demonstrated good talents or a wealthy family background, which was even more reason not to casually ask kids what they had—what if it was something they really wanted but couldn't afford?