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Monetized Installment Sale: Important Things You Need To Know

Sell and Avoid Paying Capital Gains Tax Monetized Installment Sale

Avoid the tax bill without having to do a 1031 exchange, giving your asset away to charity or risky payment streams.*

Our tax-planning strategies work on primary residences, commercial real estate and as a 1031 exchange backup strategy.

Maintain 100% control of how your money is invested with the ability to invest into different asset classes.

If you have a professional practice or other business you’d like to sell? We can help you with those also.

*At time of sale

What is a Monetized Installment Sale

A monetized installment sale is a special type of installment sale whereby a seller of appreciated assets attempts to defer U.S. Federal income tax liability over a period of years while currently receiving cash or other liquid assets via a monetization transaction, such as a loan.

Pursuant to section 453 of the Internal Revenue Code, installment sale treatment allows a seller to defer recognition of a portion of the gain on the sale of an asset where at least one payment is to be received by the seller after the close of the taxable year in which the sale occurs. In a monetized installment sale, the seller defers recognition of tax on the installment sale payments while 'monetizing' the installment note via a separate, tax free borrowing.

Although the tax is deferred until the receipt of payment under the installment contract, an interest charge is imposed on installment sales above $5,000,000, except in the case of agricultural assets, which has no limitation.

If a Monetized Installment Sale is not a desired solution and you still want to sell without paying capital gains tax, check out these alternative solutions:

1031 vs Monetized Installment Sale -

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Used By Public Companies

Because of the lack of limitation on agricultural assets, installment sales generally, and monetized installment sales in particular, have been popular among public companies selling their timberland assets.

Notable monetized installment sales that public companies have reported from 1999 to the present have included:

1. The $43.25 Million Monetized Installment Sale by GREIF, Inc.

2. The $617 Million Monetized Installment Sale by Kimberly Clark.

3. The $350 Million Monetized Installment Sale by Plum Creek.

4. The $1.47 Billion Monetized Installment Sale by OfficeMax.

These transactions typically are structured with the help of an advisor in connection with the imminent sale of the appreciated asset. Among public companies, the closing of the transaction has been contingent upon the company's receipt of a private ruling from the Internal Revenue Service (IRS).

Internal Revenue Service Review

The Internal Revenue Service's (IRS's) analysis in the above referenced memorandum focused on the step transaction doctrine and the substance over form doctrine. The IRS concluded that the transaction was permissible and that the judicial doctrines of substance over form and step transaction did not apply in that case. While the monetization component of the transaction had an unusual interest rate, it concluded:

"Taxpayer needed to sell its Asset and structured the sale in a way that minimized its taxes... Substantively, the steps of the Transaction matched their form: an installment sale coupled with a monetization loan. The Transaction allowed Taxpayer to take advantage of tax deferral on the asset sale, which is a permitted result under I.R.C. §§ 453 and 453A."

Because a monetized installment sale is subject to these standard levels of review, it is important that all components of the transaction (i.e. the installment sale and the subsequent loan) be structured in accordance standard commercial documentation and terms.

An article on the transaction was published, "Monetizing Installment Sale Transactions," 31 Corporate Taxation 29, in November 2004.


While monetized installment sales are used to defer taxable gain while maintaining near liquidity, a related transaction may be employed to achieve other objectives. For example, a structured sale based on Private Letter Ruling 150850-07[7] is common where the seller wants to defer tax but receive a guaranteed income stream from a high quality payer such as an insurance company or other highly rated financial institution.


1. "26 CFR 15a.453-1 - Installment method reporting for sales of real property and casual sales of personal property". Retrieved 13 January 2018.

2. "GREIF INC (Form: 8-K)". Retrieved 13 January 2018.

3. "Kimberly Clark Sale" (PDF). Retrieved 13 January 2018.

4. "Plum Creek Sale" (PDF). Retrieved 13 January 2018.

5. "Office Depot - Max - Investor Relations -Timber Notes FAQs". Retrieved 13 January 2018.

6. "General Counsel Memorandum 20123401f" (PDF). Internal Revenue Service, U.S. July 18, 2012. Retrieved 13 January 2018.

7. "Draft letter sample : Number: 200836019" (PDF). Internal Revenue Service, U.S. Retrieved 13 January 2018.

Content from: Wikipedia

Sell Your Property and Defer The Taxes For 30 Years Without Doing a 1031 Exchange

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"I help sellers of highly-appreciated assets sell their assets without paying capital gains tax at the time of the sale. Initially, my role is to educate sellers on the various strategies available. There are a number of IRS approved methods to accomplish tax deferral. From there, I connect my clients with the appropriate professional who can analyze their situation, advise them based on their individual circumstances and help deploy the strategy that best fits their situation. Finally, once a strategy has been put in place, I list and sell the property according to standard real estate sales practices."

"Disclaimer - I am not a tax professional and I do not give tax or legal advise. My role initially is educator and match maker. Once a client's circumstances have been thoroughly assessed by their tax and legal counsel I commence with the sales process acting as their sales agent.