How do you decide whether to leave a stable job tied to community and identity (like being a pastor)?
Take time to make the decision — talk to many people for their wisdom, journal your thoughts, and revisit those journals to check for consistency of feeling before committing; once the decision is made, trust it and don't look back.
How do you avoid creative burnout when producing content regularly?
Keep a running list/bank of ideas and funny observations on your phone at all times, even if most of them (around 80%) never become anything; having a backlog of untried ideas prevents burnout because there's always something new to try.
How should creators measure success or value of their work?
Try not to value view counts or follower numbers as the primary measure of success, since a big number doesn't necessarily mean anything and some of your proudest, most creative work may never go viral.
How should creators handle brand briefs and sponsored content?
Don't follow brand briefs rigidly; pitch your own authentic creative idea instead, since brands that are smart hired you for your voice and audience, and taking that risk tends to produce the content they end up liking best.