"Where should I enter in the information pertaining to annual OID amount within the OID section of TT?"
The tax exempt interest from your bond will be reported as a net amount on line 2a of Form 1040. See 2019 Form 1040 Instructions. However, TurboTax will carry your entry from Box 11 in the Dividends on 1099-DIV section to this line automatically.
"How hard or what all is involved in filing amended tax returns since I've never had to do it?"
To change the prior periods, consider filing Form 3115 for 2019, which allows you to make all the adjustments in the current year for all the prior years plus 2019. See 2019 Form 3115 Instructions. Note the OID adjustment is automatic accounting method change #72.
Some definitions for the values in your example from three different areas:
- Original Issue Discount: the excess of an obligation’s stated redemption price at maturity over its issue price (acquisition price for a stripped bond or coupon).
- Reference O: Market Discount Accretion - OID Bonds: This is the amount the bond value has grown as the maturity date of the bond approaches. When the bond is purchased at a discount, as the bond nears maturity, the value will increase to match the par value. The ratio includes the Yield to Maturity, YTM as the numerator and the life of the bond in months as the denominator. This 2018 investopedia article gives a simple example for Accretion of Discount that is useful.
- Reference P: Acquisition Premium Amoritzation - OID Bonds: The premium paid for the bond is part of the basis of the bond. A portion of this premium must reduce the basis of the bond annually.
- Covered: For a covered security acquired with acquisition premium, your payer generally must report either
- (1) a net amount of OID that reflects the offset of OID by the amount of acquisition premium amortization for the year, or
- (2) a gross amount for both the OID and the acquisition premium amortization for the year.
- Noncovered: For a noncovered security acquired with acquisition premium, your payer is only required to report the gross amount of OID.
More Resources:
Click the links for more information:
IRS Publication 1212: Guide to Original Issue Discount (OID) Instruments see page 7: Figuring OID on Long-Term Debt Instruments when Form 1099-OID was not received
IRS Cost basis reporting FAQ's starting at #5, what is OID? which goes on to observe that the taxpayer is responsible for reporting the adjustment, but they can make an election with the broker for the treatment if it is done before December 31 of the year in question.
IRS Publication 550, Investment Income and Expenses, page 33, Bond Premium amortization
To enter Form 1099-OID when Form 1099-OID is received, click this link for more instructions: Where do I enter Form 1099-OID?
[Edited 3/24/2020 | 7:30 AM PST]
@johnvalentine2
