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What do you wish you'd thought of before you left your job?

Quality of life issues are requiring me to leave the town where my company is located. I've lived in a city I dislike because of my career for far too long. That said, I love my company. I have a skill which is valuable to them, we're good friends and have worked together a decade. I am taking them a proposal to let me open and lead a small branch in another city and continue to work with them. I really would love that scenario to work out. I'd say there's a 33% chance it might. But if it doesn't, I have to make good on my promise to myself and resign. I have six months of savings and have the ability to freelance consult pretty easily, while I figure out what's next. I anticipate doing COBRA. What else would you consider if you were leaving a job?

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