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The Daily Insight

Is accrued interest on convertible notes deductible?

Author

William Smith

Updated on March 31, 2026

For companies with convertible debt (debt), there have been concerns about the tax deductibility interest expense on such debt. The IRS concluded that the interest is tax deductible because it was not “substantially certain” that the foreign parent (holder) would exercise the option to pay the debt with its stock.

Are convertible notes debt or equity?

Is a convertible note debt or equity? Convertible notes are originally structured as debt investments, but have a provision that allows the principal plus accrued interest to convert into an equity investment at a later date. This means they are essentially a hybrid of debt and equity.

Is a convertible note an investment?

A convertible note is an investment vehicle often used by seed investors investing in startups who wish to delay establishing a valuation for that startup until a later round of funding or milestone. Convertible notes are structured as loans with the intention of converting to equity.

Can you sell a convertible note?

One traditional way for startups to raise seed financing is to sell convertible notes (also referred to as convertible promissory notes). These seed financings are known as convertible note financings.

Are convertible bonds taxable?

When an investor purchases a convertible bond, there is no taxable event. It is because acquiring convertible bonds do not create any income or value for investors. Instead, it results in an increase of assets for the debtholder.

Do you pay interest on convertible debt?

A convertible bond is a fixed-income corporate debt security that yields interest payments, but can be converted into a predetermined number of common stock or equity shares. The conversion from the bond to stock can be done at certain times during the bond’s life and is usually at the discretion of the bondholder.

Is a convertible note debt or equity?

A convertible note is a debt instrument often used by angel or seed investors looking to fund an early-stage startup that has not been valued explicitly. After more information becomes available to establish a reasonable value for the company, convertible note investors can convert the note into equity.

Can you lose money on a convertible note?

When a startup fails, the company typically has run out of money. The owner of a convertible note may get nothing, or at best may only receive pennies on the dollar. You also may be able to write off your loss.

How is interest paid on a convertible note taxed?

The tax basis (called in this context, the “adjusted issue price”) of the convertible note in the hands of the investor increases by the income taken into account over the term of the note, so that no additional income is recognized when the accrued interest is paid at maturity.

Is there gain on conversion of convertible notes?

The company issuing the note does not recognize gain on conversion, but will have interest expense for any accrued interest converted into stock, to the extent the deduction has not previously been accrued. Illustration: Assume that on June 30, a startup converts a note that pays interest annually at the end of each year.

When do you get a tax deduction for convertible debt?

Similar rules apply when the debt instrument does not specify an interest rate or if the interest rate is below the AFR. In this case, the issuer of the note also receives a tax deduction for any interest that is reported to the creditor/investor in the year it is reported. Assume a start-up company issues convertible debt of $10,000.

How are convertible promissory notes treated for tax purposes?

Many startups sell convertible promissory notes to raise initial capital from investors, but very few startups or investors actually think about how the interest and conversion of the notes is treated for tax purposes. Understanding the federal income tax consequences to the investor, as well as the startup, can be daunting.