For example, a $1,000 T-bill may be bought for $990 just weeks before the maturity date. When the T-bill is redeemed on or after the maturity date, you will get the coupon value of $1,000. You can sell T-bills before the maturity date.
3 Steps To Sell A T-bill Before Maturity & Interest Rate Changes

1. Determine The Current İnterest Rate Conditions With The Treasury Department's Yield Curve At Ustreas.gov
This is the best resource to see if T-bill rates have changed for respective T-bill time frames.When you sell a T-bill prior to maturity, you are subject to what the market will pay for it. If interest rates have gone down, your T-bill may be worth more than the coupon value. Conversely, if interest rates have gone up, your T-bill may be worth less. If interest rates have remained unchanged, you should be able to get a pro-rated amount reflective of your original T-bill coupon.
2. Contact The Federal Reserve Bank Of Chicago
This is where T-bills are directly redeemed if you purchased them from TreasuryDirect.gov at a U.S. Treasury Bill auction. Fill out Form PD F 5179-1: Sell Direct Request. The FRB Chicago makes it available to brokers to bid on selling it to the highest bidder.You are sent funds directly your bank account less a $45 fee.
Federal Reserve Bank of Chicago 230 South LaSalle St. Chicago, IL 60604
3. Contact Your Broker İf You Purchased A T-bill Directly Through Your Brokerage Account
Request information regarding similar T-bills being sold to get an idea of what you can expect to receive. Confirm any brokerage fees, instruct them to sell the T-bill and wait for the settlement of funds.Essentially the broker will find a buyer on the secondary market similarly to doing this direct. Some people maintain T-bills in their brokerage accounts for convenience of having all assets in one location.
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