Hi GreenFlame! There is a pretty passionate group of Cartographers on the Ravensridge discord, you can join with this link: https://discord.gg/VEtVq4H6Wp.
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Yes, temporary dice are great to lose for hunting because you were going to lose them anyway :)
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There is no reason you couldn’t draw a new card for each. In fact I tend to play this way when I run games at conventions, because it increases the chances of drawing Jokers. But, no, there are no thematic pairings to the cards between journey and location tables.
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On page 17, the rules forbid you from taking a bonus from a prompt if you have the choice, but for prompts that have you lose a resource you don’t have (or the arrival step), nothing happens, rules as written. For a more challenging game however, suffering a pentalty seems like a great idea!