Abstract: A system and method for providing an investor the ability to purchase an option or pay a fee to exchange a future value of an asset or a portfolio of assets, regardless of future performance or value, for at least one annuity outcome on a future date, where the outcome of such option is contingent on (1) a payment of the fee, and/or (2) maintaining the asset or portfolio of assets in accordance with at least one guideline or benchmark required for the delivery of the annuity outcome, the method comprising: determining a delivery of the annuity outcome based on an assessment of an underwritten strategy associated with an asset or portfolio of assets; and determining a fee payment amount or a series of fee payment amounts and at least one guideline required for the delivery of the annuity outcome.