Should be:
"How much would I have today if I had invested $1 000 in an IPO?"
“"How much would I have today if I had invested $1 000 in an IPO?" since it is addressing a past counterfactual, not a current option.
“"How much would I have today if I had invested $1 000 in an IPO?" since it is addressing a past counterfactual, not a current option.