Subject: Re: Need advice for transitioning to Index funds
If you’ve already decided on your strategy, don’t fret over the implementation details. Whether you sell now or wait two months or create some complicated strategy will make no difference in the long run.
If this is a taxable account and you have significant realized gains coming, you’ll want to think about the tax consequences. Maybe wait with all or part of it until January.
Otherwise, I would just rip the bandaid. Do it now and you’ll have a much more relaxed holiday season.
Elan