Re: OOC1:
Hirelings are a bit different than regular hired help. The payment they ask for isn't always money. The compensation they seek is one of the following: The Thrill of Victory, Money, Uncovered Knowledge, Fame and Glory, Debauchery, Good Accomplished. That cost usually needs to be met at least once between each of our End of Sessions, or else they will be unsatisfied and wander off to find other employment. Westly's cost was Fame and Glory. Your group already got some of that when you defeated the pelicans, and Westley is soaking some of that in by being associated with you, so he is paid up. I plan on being rather flexible with what counts as payment, as long as it seems justified. Bolen's cost was Money, which you fulfilled by buying him a boat. (It wasn't literal money, but it was worth money)
If you roll 10+, you will have quite an assortment of people to choose from, and there will be no penalty for declining to take them along. (I will tell you their cost in their description.) 7-9 will give you a small handful of choices similar to what you want. Hirelings will have basic supplies with them too, so you won't need to worry about their rations and stuff either unless it becomes thematically relevant.
If there is anything else you need cleared up, don't hesitate to ask.