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1. Say I manage to squirrel away $1M - $1.5M by the time I'm 65. I'd like to drop that somewhere where I can expect a monthly check of whatever amount paying as little taxes as possible. I've heard of a few retirement accounts (perhaps offshore) that do this.

Well, you could do municipal bonds which would be tax-exempt. However, this MAY not be the highest-yielding since in most cases other bonds can have higher yields if you're tax-bracket is 28% or lower I believe. Similarly, there are some insurance policies that allow for borrowing against them that could be tax-free. The key to note here is what you may well be paying for that exemption, eg is it worth taking them lower-yielding bonds or high insurance costs just to avoid taxes? Sometimes yes and sometimes no.

2. What is the average I should expect to pay for a financial planner (not looking for 80 hours of work, just a review of assets and long term planning)?

Depends on how the planner gets paid(fee-only, commissions, combination), how in-depth a review you want and recommendations on things. Also, would you be paying by the hour or for a percentage of assets since I have seen some that go each way.

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