Three jobs, approaching Coast FI, fiancée entering workforce – is now the time to drop the demanding J?
Been overemployed for a while now across three roles. Two are consulting-adjacent and one is in-house as a solo functional lead at a PE-backed firm. The in-house role is the demanding one: I’m the only person in my function, managing hundreds of annual renewals, several net new evaluations a month, expanding scope, and navigating a function I built from scratch with no direct reports. It pays well but the political overhead and scope creep are real.
Here’s my situation:
•I’m about $154K away from Coast FI (targeting ~$329K)
•My fiancée is finishing a healthcare training program and entering the workforce within the next few months, and her income will meaningfully change our household math
•I’ve already drafted a resignation email for the demanding J. I’m past the “should I be thinking about this” stage
•The other two roles are lower friction and more sustainable long-term
My question for this community: for those of you who’ve dropped a J when you were close but not quite at a milestone, did you regret the timing? Did the reduced income actually slow things down meaningfully, or did lifestyle and mental clarity make it worth it?
The numbers probably still work without the third J. I’m more interested in whether people who’ve been here found that dropping one sooner than “optimal” was worth it.