A system and method of issuing municipal bonds (tax coupon bond, zero coupon bonds, etc.) includes issuing, from a bond agent computer, a bond offering for prospective bond holders, and purchasing, by at least one of the prospective bond holders using a prospective bond holders/investor device, at least one of the offered bonds, wherein the at least one purchased bond is redeemable to offset a bond owner's tax liability to a municipality authorizing the issuance of the bond at a future date.
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