Private Placements

Investing in Private Placements & Syndicated Deals
Many investors come to us with an opportunity to participate as an investor in some kind of larger deal. Perhaps it is a partnership that will be investing in an apartment complex or other larger real estate deal. Sometimes it could be fractional ownership in some form of business. There are many ways that a self-directed IRA can join into such ventures, but also many questions that need to be asked to ensure you are pursuing the best strategy.

Kinds of Private Placements
When we speak about private placements or syndicated deals, we are referring to an investment where several participants are bringing capital to the table to execute a venture. A private placement is simply an investment in some kind of closely held venture that is not offered as a public security. Common examples include:
- Certain types of “funds”, such as for creating pools of notes, tax-liens, rental properties, etc.
- Real estate partnerships formed for projects such as new construction or the acquisition and operation of properties such as apartments, commercial office space, retail complexes, golf courses, and the like.
- Ownership in a privately held company. This may be a start up venture or a business seeking capital for expansion.
With most such opportunities, there is an investment sponsor or general partner that is putting the deal together, attracting investors, and executing the project. Investors such as those using a self-directed IRA or Solo 401(k) would be passive investors or limited partners in the entity, and simply providing capital to the project.

Is Leverage used?
If a venture is using debt-financing in addition to investor capital, an IRA invested in such a deal would have exposure to taxation on Unrelated Debt-Financed Income (UDFI). The impact of such taxation will vary based on the degree leverage is used and the overall amount of income, but this is definitely a topic you will want to review with your licensed tax advisor. Since UDFI taxation is applied to the gains from a deal, it is effectively reducing your net return on investment. On a syndicated opportunity that is projected to produce 10-12% return or greater, this may not be a big deal. If the pre-tax returns on a deal are going to be in the 6-8% range, then the small impact of UDFI taxation may temper the appeal of such an opportunity.Solo 401(k) plans are exempted from UDFI taxation when the debt instrument is used for the acquisition of real property. Other forms of debt-financing would expose a 401(k) plan to UDFI taxation.
Will UBIT Apply?
If the underlying income producing activities of a venture are considered a trade or business, then an IRA or Solo 401(k) could have exposure to Unrelated Business Income Tax. If the source of income to investors is passive in nature, then this tax will not apply. While not exhaustive, the following list illustrates the difference:
Passive Income Not Subject to UBIT
- Entities formed as subchapter C corporations where investors are shareholders. Such corporations will pay corporate tax prior to issuing dividend income to the shareholders. Dividends are passive income to a retirement plan.
- Entities holding property to produce rental income.
- Entities that produce revenue through interest, dividend or royalty arrangements, such as funds that hold notes, mineral rights, intellectual property royalties, etc.
Active Income Subject To UBIT
- Real Estate partnerships engaging in the construction and sale or rehab and sale of properties.
- Hotel, resort, or other short-term rental properties.
- Direct equity (i.e. LLC or LLP membership) in a business that offers a product or service.
- Funds or other ventures that generate income via some form of dealer activity – buying and reselling.
Avoiding Disqualified Parties
Most private placement opportunities are encountered via networking and other word-of-mouth means within relatively close-knit circles. As such, it is especially important to ensure that your IRA is not dealing with disqualified parties.
If the investment sponsor, sales team, or management team of a venture includes one or more disqualified parties to your IRA, then your IRA may not be able to participate. Disqualified parties include you as the account holder, lineal family like parents/children, as well as fiduciaries to your account or a business/join venture partner.
We are often approached by the general partners of such deals questioning whether they can invest their own IRA into the deal, and the answer is unfortunately no.

Is Accreditation Required?
Many private placements are open only to accredited investors. Your self-directed IRA or Solo 401(k) will inherit your status as an accredited investor. If you are not accredited, your plan will not be able to participate.
Diligence is Key
Private Placements are one of the areas where performing diligence on the project and the investment sponsor is critical. Of all the investment classes where fraud such as Ponzi schemes is most prevalent, private placements are at the top of the list. Be sure you understand the underlying investment and have the opportunity to review contracts, check the backgrounds of the parties executing deal, and will receive regular, audited financials as applicable.

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Quick answers to common questions
We’ll take you through a simple, step by step process designed to put your investment future into your own hands…immediately. Everything is handled on a turn-key basis. You take 100% control of your Retirement funds legally and without a taxable distribution.
YES! In 1974, Congress passed the Employee Retirement Income Security Act (ERISA) making IRA, 401(k) and other retirement plans possible. Only two types of investments are excluded under ERISA and IRS Codes: Life Insurance Contracts and Collectibles (art, jewelry, etc.). Everything else is fair game. IRS CodeSec. 401 IRC 408(a) (3)
It’s actually pretty simple. Early on, regulators let the securities industry take the lead in educating the public about retirement accounts. Naturally, brokers and banks promoted stocks, bonds, and mutual funds—giving the impression that those were the only allowed investments. That was never true... and still isn’t. You can probably guess why they kept the rest under wraps.
It is possible to use funds from most types of retirement accounts:
- Traditional IRA
- Roth IRA
- SEP IRA
- SIMPLE IRA
- Keogh
- 401(k)
- 403(b)
- Profit Sharing Plans
- Qualified Annuities
- Money Purchase Plans
- and many more.
It must be noted that most employer sponsored plans such as a 401(k) will not allow you to roll youraccount into a new Self-Directed IRA plan while you are still employed. However, some employers will allow you to roll a portion of your funds. The only way to be completely sure whether your funds are eligible for a rollover is by contacting your current 401(k) provider.
A Solo 401(k) requires a sponsoring employer in the format of an owner-only business. If you have a for-profit business activity – whether as your main income or as a side venture – and have no full-time employees other than potentially your spouse, your business may qualify. The business may be a sole-proprietorship, LLC, corporation or other entity type.
A self-directed retirement plan is a type of IRA or 401(k) that gives you greater control over how your retirement funds are invested. Unlike traditional accounts held at banks or brokerage firms that limit you to stocks, bonds, and mutual funds, self-directed plans allow you to invest in a wide range of alternative assets including real estate, private businesses, precious metals, cryptocurrency, and more.
These plans still follow the same IRS rules and maintain the same tax-deferred or tax-free benefits as conventional retirement accounts. The difference is simply in how and where you choose to invest.
No. Moving to a self-directed IRA or Solo 401(k) does not trigger any taxes, as long as your funds are eligible for rollover.
Self-directed retirement plans maintain the same tax-advantaged status as traditional plans offered by banks or brokerage firms. The key difference is flexibility—our plans are designed to give you greater control and allow for a wider range of alternative investments beyond stocks, bonds, and mutual funds.
A prohibited transaction is any action between your retirement plan and a disqualified person that violates IRS rules and can lead to serious tax consequences. Under IRS Code 4975(c)(1), prohibited transactions include:
- Selling or leasing property between your plan and a disqualified person Example: Your IRA cannot purchase a property you already own.
- Lending money or extending credit between the plan and a disqualified person Example: You cannot personally guarantee a loan your IRA uses to buy real estate.
- Providing goods or services between your plan and a disqualified person Example: You can’t use your personal furniture to furnish a rental property owned by your IRA.
- Using plan income or assets for the benefit of a disqualified person Example: Your IRA cannot buy a vacation home that you or your family use.
- Self-dealing by a fiduciary (using plan assets for their own benefit) Example: Your CPA shouldn't loan your IRA money if they’re advising the plan.
- Receiving personal benefit from a deal involving your IRA's assets Example: You can’t pay yourself from profits your IRA earns on a rental.
If a transaction doesn’t clearly fall within the allowed guidelines, the IRS or Department of Labor may review the situation to determine if it qualifies as a prohibited transaction.
Disqualified persons are individuals or entities that are prohibited from engaging in certain transactions with your IRA or 401(k). Doing so could trigger a prohibited transaction, which may result in taxes and penalties.
Here’s who is considered a disqualified person:
- You (the account holder)
- Your spouse
- Your parents, grandparents, and other ancestors
- Your children, grandchildren, and their spouses
- Any advisor or fiduciary to the plan
- Any business or entity owned 50% or more by you or another disqualified person, or where you have decision-making authority
These rules exist to prevent self-dealing and ensure your retirement plan remains in compliance with IRS regulations.
(Reference: IRC 4975)
Understanding and following these rules can be tricky, but it’s very doable. The best way to stay compliant is to work with professionals who specialize in self-directed retirement plans. They can help you navigate IRS guidelines and avoid prohibited transactions.
If an IRA holder is found to have engaged in a prohibited transaction with IRA funds, it will result in a distribution of the IRA. The taxes and penalties are severe and are applicable to all of the IRA’s assets on the first day of the year in which the prohibited transaction occurred.
Yes. While self-directed retirement plans allow for a wide range of investments, there are a few important restrictions.
You cannot invest in collectibles or life insurance contracts, and you must avoid prohibited transactions—activities that benefit you personally rather than the retirement plan. These include things like buying or selling property to yourself or family members, using plan assets for personal gain, or self-dealing in any way.
Violating these rules could cause your entire IRA to lose its tax-advantaged status. To protect your account, it’s essential to work with professionals who understand IRS regulations and can help you stay compliant.
This is a common misconception. In many cases, professionals may simply be unfamiliar with self-directed retirement plans, as they fall outside their usual scope of work. CPAs and tax preparers are trained to file taxes, not necessarily to advise on alternative retirement strategies. Financial advisors and brokers often work for firms that focus on traditional investments like stocks and mutual funds—and may not benefit from or support alternative options like real estate or private lending.
Self-directed retirement investing is legal under IRS rules—but like any specialized area, it requires working with professionals who understand how it works.
The IRS has rules in place to make sure your IRA is used only for the exclusive benefit of the retirement account—not for personal gain or to help family members. These rules can get complicated because there are many ways a conflict of interest can occur, even unintentionally.
For example, if your IRA buys a house and rents it to your mother, you might be reluctant to evict her if she stops paying rent. That emotional connection creates a conflict between what’s best for your IRA and your personal relationships, something the IRS aims to prevent.
These rules help ensure your retirement account stays compliant and protected. (See IRC 408)
Yes. Most tax-deferred retirement accounts—such as Traditional IRAs, old 401(k)s, 403(b)s, and TSPs—can be rolled over into a self-directed IRA or Solo 401(k), depending on your eligibility. Roth IRAs cannot be rolled into these accounts.
You can contribute directly from earned income, subject to annual IRS contribution limits. The method and amount depend on the type of plan you have (e.g., Solo 401(k) vs. IRA).
To take a distribution, you'll request funds through your custodian or plan administrator. Distributions may be taxable depending on your account type and age. Early withdrawals may be subject to penalties.
For 2025, the Solo 401(k) max contribution limit is $81,250 if age 60-63, $77,500 if age 50-59 or 69+, and $70,000 if under 50. Traditional and Roth IRAs have a limit of $7,000 ($8,000 if age 50+). Limits are subject to IRS adjustments.
Yes. IRA contributions are typically due by your personal tax filing deadline (e.g., April 15). Solo 401(k) contributions follow your business tax filing deadline, including extensions.
IRS reporting requirements vary depending on the type of self-directed retirement plan you have. Here’s a quick breakdown of what you need to know
Please note: Our team can help you understand what’s required for your specific account, but we don’t provide tax or legal advice. We always recommend working with a qualified tax professional to ensure full IRS compliance.
Self-Directed IRA (Traditional or Roth)
- Form 5498 – Filed by your custodian each year to report contributions, rollovers, and the fair market value (FMV) of your account.
- Form 1099-R – Issued if you take a distribution or move funds out of your IRA.
- Annual Valuation – You'll need to provide updated FMV for any alternative assets held in the account, such as real estate or private placements.
Solo 401(k)
- Form 5500-EZ – Required if your plan assets exceed $250,000 as of year-end. Must be filed annually by the plan participant.
- Form 1099-R – Required if you take a distribution or roll funds out of the plan.
- Contribution Tracking – Keep records of employee and employer contributions. These are not filed with the IRS but may be needed for tax reporting or audits.
SEP IRA
- Form 5498 – Filed by your custodian to report contributions and FMV.
- Form 1099-R – Filed by your custodian. Issued for any distributions.
- Employer Contributions – Must be reported on your business tax return (and on employee W-2s, if applicable).
Health Savings Account (HSA)
- Form 5498-SA – Filed by your HSA custodian to report contributions.
- Form 1099-SA – Filed by your HAS custodian. Issued for any distributions.
- Form 8889 – Must be included with your personal tax return to report contributions, distributions, and how funds were used.

