I posted this on the DW Tavern, but figured this might work well for Freebooters as well. It feels appropriately old school to me.
When you approach a wary or hostile NPC and try to communicate, roll +CHA: on a 10+, they’ll hear you out and choose 2; on a 7-9, they’ll hear you out and choose 1.
• They are impressed, intrigued, or amused by you, as the GM sees fit (otherwise, they remain wary or hostile)
• You’ve got their complete attention, for now at least (otherwise, they remain alert)
• You glean a valuable insight; ask a question
from the Discern Realities list and take +1 forward to act on the answer