Taxed or penalized? For withdrawing from Roth IRA. 1 to transfer to another Roth IRA, 2 to keep, 3 to transfer again to other work Roth IRA

If you withdraw the money to your own bank account, you have 60 days to return it, or deposit it to another Roth IRA without any tax consequences.  This is a rollover, but you can only do one such rollover per year.  (If you do a direct electronic transfer between two plans, you can do that an unlimited number of times per year, but you can only do a rollover where the money passes through your hands once per year.)

If you keep the money, the tax consequences depend on whether the money is from contributions, a conversion, or earnings; and how old you are. 

When you withdraw (and keep) money from a Roth IRA, you are always deemed to withdraw contributions first, conversions second, and earnings last.  For example, suppose your contributions over the years are $50,000, and the value is $75,000.  If you withdraw $40,000, it is all contributions, and your remaining balance is $10,000 of contributions and $25,000 of earnings.    If you withdrew $60,000, then your withdrawal is $50,000 contributions and $10,000 earnings, and your remaining balance is all earnings.  This is important for future withdrawals.  then, the tax consequences are:

*Each conversion has a separate 5 year clock

**A Roth account inside a 401k or 403b does not start the 5 year clock for Roth IRAs.  IRAs are controlled by different laws than workplace plans.