Tax Strategy

Thanks!! And you are correct we have a separate financial advisor from our tax accountant and they have a full understanding of all our investments. They have always advised waiting to 70. We were just brainstorming with our tax accountant.
Thanks for confirmation. The tax preparer has near vision on your picture. The financial advisor has done homework in other areas, and has a wider field of view.
 
Like most of the others, I think the single stock risk is the overriding factor and in your shoes I would diversify away from it at some pace you feel comfortable with.

The other tax point that I wanted to make and that your tax person didn't consider is that starting SS now and probably continuing some capital gains would mean that more of your SS would become taxable. Take a look at the worksheet behind Form 1040 line 6b, or ask your tax guy about it and he should be able to explain the basic idea and do some example math for you.
OP appears to be paying NIIT presently, so that's an obvious sign that 85% of his/their SS will be taxable...
 
OP appears to be paying NIIT presently, so that's an obvious sign that 85% of his/their SS will be taxable...
Thanks! The risk is actually split between two companies because the company split into two companies. Most of the value however is in one company.
 
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