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What does a VP1 make all-in in IBD?
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If you want to and can afford to, go for it.
When it comes time to explain the gap, be honest. You were unhappy with the work you were doing, you had been diligent in saving your money, and being in a position to step back and decide what you wanted to do, you took it.
I wouldn’t hold that against an employee
Great way to phrase this. Would not hold this against anyone if phrased as eloquently as you did here
Do it. You can always explain the gap in interviews.
What will you do about health insurance?
Can probably get on my partners or worst case COBRA
COBRA is great. Also try United’s new self-employed health insurance. It’s much more cost effective.