A raffle gaming system having the steps of establishing a desired monetary goal; assigning a monetary value to each of a plurality of raffle tickets; selling the plurality of raffle tickets to at least meet the desired monetary goal; collecting payments from sale of the plurality of raffle tickets; selecting a first raffle ticket of the plurality of raffle tickets sold as a first winner; allocating a first percentage from the payments collected from the sale of the plurality of raffle tickets to an organizer; allocating a second percentage from the payments collected from the sale of the plurality of raffle tickets to the first winner as a first cash prize; and allocating a third percentage from the payments collected from the sale of the plurality of raffle tickets to the first winner as a conditioned prize for unemployment insurance, business development, and/or real estate investment.