My “Flippín” House?

23 Jun

House flppersTax Strategies to Reduce Taxation and Build Wealth for House Flippers

I seem to be perpetually out to lunch. When I step on the scale too, this point is further confirmed. I do not know why I have waited so long to write an article for the benefit of real estate investors who “flip” houses. It is almost a decade since the real estate debacle of 2008 which has lingered for some time. Nevertheless, this article needed and deserved to be published some time ago. Nevertheless, I hope that there are at least a few home flippers and their advisors that can benefit from the strategies in this article.

Taxation of Home Flipping

Real estate is a capital asset. Normally when you purchase investment real estate, fix it up and sell it later, the profit is taxed under the capital gains tax rules. However, the rules are different for real estate investors who actively purchase and remodel real estate for profit on a continuing basis. The investors are considered “dealers” by the IRS and the real estate is treated as inventory rather than as a capital asset. The profits from the sale on these properties are treated as ordinary income subject to self-employment tax. House flipping is not eligible for a 1031 exchange.

Additionally, many of the expenses of the house flipping endeavour are not immediately deductible as expenses but must be capitalized. These projects within a self-directed IRA or pension plan would generate unrelated business taxable income (UBTI). The income would be taxed to the pension plan at trust or corporate tax rates. Not a good result!

II   The Strategy

The proposed strategy implements the use of several planning strategies in order to maximize a favorable result. The strategy uses a series of qualified retirement plans such as a cash balance defined benefit plan, profit sharing and 401k. The strategy uses a private placement variable deferred annuity contract owned within the pension trust(s). Lastly, the strategy uses a limited liability company with two classes of LLC membership interests- Class A common equity and Class B preferred.

The Class B interests are owned by the trustee of the cash balance defined benefit plan. The Class B interests have voting rights and a par value of one dollar per unit. The Class B interests enjoy a preferred return equal to the long term applicable federal rate. The Class A interests are owned by the trustee of the profit sharing plan and have voting rights. The Class A interests are entitled to the investment return in excess of the long term applicable federal rate. This structure preserves the taxpayer’s ability to make larger contributions for a longer period of time into the cash balance defined benefit plan regardless of investment returns. The excess investment return is pushed to the profit sharing plan which does not have a limit for how much it can accumulate within the plan.

The private placement variable deferred annuity (PPVA) contract is owned within the pension LLC which is wholly owned by the pension trusts – cash balance defined benefit plan and profit sharing plan. The PPVA contract offers the ability to customize investment options within the annuity. An insurance dedicated fund is create to invest in private equity real estate deals, i.e. house flipping.

Absent the PPVA structure, the real estate income would generate unrelated business taxable income (UBTI) to the pension plans. The PPVA serves as a structure to completely eliminate any UBTI. Specifically, IRC Sec 512 exempts annuity income from the definition of UBTI. The tax rules for pension annuities found in IRC Sec 818(a) also exempt pension annuities from the investment diversification requirements of variable annuities found in IRC Sec 817(h). As a result, the PPVA contract can have a single investment and still meet all of the tax requirements of a variable annuity for tax purposes.

Strategy Example #1

Bob Da Builder, age 50, is a skilled tradesman and real estate investor. He purchases single family homes, renovates them and sells the real estate investment at a gain every month or two. He does the work himself with a small crew of contractors. He is quite successful at this making $300,000-500,000 per year. He has a “day job” working for his local municipality. He would like to maximize his investment returns by reducing the current tax treatment as ordinary income. He does not need any of this income currently to live on.

Bob sets up a series of qualified retirement plans – cash balance defined benefit, profit sharing and 401(k). Bob takes a salary of $25,000 per year and his wife takes a salary. Both make pre-tax contributions of their salary of $18,000 along with a catch up provision of $6,000 each. The business makes a pre-tax contribution of $250,000 into the cash balance defined benefit plan for the benefit of Bob and his wife. The business also contributes an additional $6,000 into the profit sharing plan for the benefit of Bob and his wife.

Bob creates a Pension LLC which is wholly owned by the profit sharing and cash balance defined benefit plans. The defined benefit plan owns the Class B interests and the profit sharing plan owns the Class A interest. The preferred return for the Class B members is the long term AFT of 2.25 percent. The Class A return is the excess investment return above the 2.25 percent.

The Pension LLC is the applicant, owner, and beneficiary of a PPVA contract issued by Acme Life. The pension contributions will be used as the premium payment for the PPVA contract. The PPVA contracts features an insurance dedicated fund (IDF) which has private equity real estate as its investment strategy. The IDF will invest house flipping deals.

None of the real estate gains captured within the PPVA contract will be taxable to Bob or his wife or treated as UBTI, i.e. taxable to the pension plans. The allocation of the income within the Pension LLC is such that the majority of the investment return will accrue for the benefit of the profit sharing plan allowing bob to make the largest contributions possible the longest period of time to the defined benefit plan.

The strategy allows for the initial contribution of real income and gains on a pre-tax basis into a series of retirement plans. These contributions are further deployed within a Pension LLC designed to preserve the highest contributions possible for the longest period of time within the Pension LLC. The real estate investment is effected through the IDF within the PPVA contract wholly owned within the Pension LLC. None of the gain will be taxable to the taxpayer or the pension plans. The original contribution and gains will be reinvested into additional real estate deals within a tax environment that is tax deferred until distribution at retirement.


The strategy outlined above is an effective method for real estate investors engaged in buy and “flip” projects to reposition the investments on a more tax-advantaged basis. The tax results are significant. The taxpayer with a “day job” can use this strategy to accumulate wealth on a tax deferred basis. The professional real estate investor can use this strategy to minimize taxation while reinvesting into new projects.

Gerald Nowotny – Osborne & Osborne, PA
266 Lovely Street
Avon, CT 06001
United States


Photo credit: Onasill ~ Bill Badzo via Visual Hunt / CC BY-NC-SA

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