What's funny was that as a new investor I was recently wondering how you handled this.
My assumption was that you went with option 2 already where you keep a pool of x steem/sbd based on some average invested vs average withdrawn.
My own plans for using the reinvest feature are to reinvest 100% and 'refund' weekly/monthly and turn some % of that back into actual delegation to tipu.
RE: @tipU Invest Option Important Update