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Self-Directed IRAs Explained: Rules, Risks & Investment Strategies | VIP Wealth Advisors

Written by Mark Stancato, CFP®, EA, ECA, CRPS® | Sep 17, 2025 12:15:00 PM

When most people hear "IRA," they think of plain-vanilla investments: mutual funds, ETFs, bonds, or perhaps some blue-chip stocks. But that's only scratching the surface of what retirement accounts can do.

Enter the self-directed IRA (SDIRA), a vehicle that has been quietly empowering investors to break free from Wall Street's guardrails and diversify into alternative investments for decades. From real estate to private equity to cryptocurrency, SDIRAs open a door that traditional retirement accounts keep firmly shut.

But with freedom comes complexity. And with complexity, risk. That's why, before you open one, it's critical to understand the rules, opportunities, and potential landmines.

This article is your complete roadmap to self-directed IRAs, how they work, what you can invest in, the tax rules that matter, and the mistakes you absolutely must avoid.

What Is a Self-Directed IRA?

At its core, a self-directed IRA is not a new type of IRA. It's simply an IRA — traditional or Roth — that allows a broader range of investments beyond the cookie-cutter stocks, bonds, and mutual funds.

The difference lies in who the custodian is and what the custodian allows.

Traditional brokerage IRAs: You're limited to standard securities. The custodian (Fidelity, Schwab, Vanguard, etc.) restricts what you can buy.

Self-directed IRAs: You work with a custodian or trustee that permits "non-traditional assets." That means you can hold real estate, private businesses, promissory notes, gold, tax liens, and more.

It's not a new tax-advantaged account; it's the same IRA wrapper, just with expanded investment options.

Why Consider a Self-Directed IRA?

The appeal is straightforward: diversification and control.

For investors who feel overexposed to public markets, SDIRAs provide a way to align retirement money with opportunities they know and understand.

  • A real estate professional might prefer to own rental properties inside an IRA.
  • A tech-savvy investor might want exposure to digital assets.
  • A high-net-worth individual might see value in private equity, hedge funds, or hard money lending.

Done right, SDIRAs can unlock higher returns and portfolio resilience. But they also demand more responsibility and carry unique risks.

How Self-Directed IRAs Work

At a mechanical level, the setup process looks like this:

Choose the account type

You can open a self-directed traditional IRA (tax-deferred contributions, taxable withdrawals) or a self-directed Roth IRA (after-tax contributions, tax-free withdrawals).

Select a custodian or trustee

This is critical. The IRS requires an IRA to have a custodian, but not all custodians allow alternatives. Specialized SDIRA custodians (Equity Trust, Entrust, Madison Trust, etc.) facilitate these investments.

Fund the account

Make a contribution (subject to annual limits).

Or roll over money from another IRA or 401(k).

Direct investments

Instead of selecting mutual funds, you instruct the custodian to invest in the alternative asset of your choice. The custodian executes, but they don't provide investment advice.

Ongoing management

You must stay compliant with IRS rules, ensure reporting is correct (Form 5498, 1099-R), and maintain clear separation between personal and IRA assets.

What Can You Invest In?

Here's where the flexibility of SDIRAs shines. The IRS has a short list of what you cannot own: life insurance contracts, collectibles (art, rugs, stamps, wine, etc.), and S corporation stock. Beyond that, it's surprisingly open-ended.

Popular SDIRA investments include:

  • Real estate: Rental properties, raw land, commercial buildings.
  • Private equity: Shares in startups or private companies.
  • Venture capital and hedge funds: Often accessed through LP or LLC interests.
  • Precious metals: Gold, silver, platinum, provided they meet IRS purity standards and are stored with an approved custodian.
  • Cryptocurrency: Held through custodians that integrate with crypto exchanges.
  • Promissory notes/private lending: Acting as the bank for others.
  • Tax liens and deeds: High-yield municipal claims on delinquent property taxes.

This range gives investors exposure to non-correlated assets, potentially reducing volatility and enhancing long-term outcomes.

What You Cannot Do: Prohibited Transactions

The IRS does not want you using IRA funds for personal benefit today, only for retirement tomorrow. That principle drives the prohibited transaction rules.

Disqualified persons

Certain people cannot interact with your SDIRA:

  • You, the account owner.
  • Your spouse, children, grandchildren, parents, and grandparents.
  • Entities controlled by these people.
  • Fiduciaries or advisors to the IRA.

Examples of prohibited transactions

  • Buying a vacation home in your IRA and then staying there yourself.
  • Selling property you already own to your IRA.
  • Loaning IRA funds to your son to start a business.
  • Personally guaranteeing a loan for IRA-held property.

Engaging in a prohibited transaction can disqualify the IRA entirely, making the entire account immediately taxable and potentially subject to penalties. This is the most dangerous trap in the SDIRA world.

Tax Rules You Need to Know

Contribution limits

For 2025, contribution limits for IRAs (traditional or Roth, including SDIRAs) remain:

  • $7,000 per year if under age 50.
  • $8,000 if age 50 or older.

But remember, many people fund SDIRAs via rollovers from 401(k)s or existing IRAs, where larger balances can be moved.

Tax deferral and Roth treatment

  • Traditional SDIRA: Contributions may be deductible, growth tax-deferred, and withdrawals taxed as income.
  • Roth SDIRA: Contributions are after-tax, grow tax-free, and withdrawals are tax-free if qualified.

Unrelated Business Taxable Income (UBTI) and UDFI

One issue that often comes up overlooked: if your SDIRA invests in an operating business or uses leverage (like a mortgage for real estate), part of the income may be subject to UBTI or Unrelated Debt-Financed Income (UDFI).

That means your IRA could owe taxes during accumulation years, which is unusual for retirement accounts. These are reported on IRS Form 990-T.

Self-Directed IRA LLCs (a.k.a. "Checkbook IRAs")

Some investors set up an LLC owned by the IRA, with themselves as manager. This allows checkbook control, writing checks directly from the IRA-owned LLC for investments.

Pros

  • Speed: You can act quickly on opportunities.
  • Lower transaction fees: Avoids custodian processing charges.
  • Privacy: Some investors prefer the LLC layer.

Cons

  • Higher risk of prohibited transactions.
  • Greater administrative burden.
  • IRS scrutiny: Some arrangements have been challenged in court.

Checkbook IRAs can be powerful, but they're not for casual investors.

Benefits of Self-Directed IRAs

  1. Diversification beyond Wall Street
    Access asset classes with different return drivers.
  2. Potential for higher returns
    Skilled real estate investors or entrepreneurs may outperform traditional markets.
  3. Control and flexibility
    You're not limited to index funds or mutual fund menus.
  4. Tax advantages remain intact
    Growth inside the IRA is still sheltered from annual taxation.

Risks and Challenges

  1. Complexity
    More moving parts, stricter rules, less hand-holding.
  2. Fraud risk
    Alternative investments attract promoters and scams. Due diligence is your responsibility.
  3. Illiquidity
    Many alternatives can't be sold quickly if you need cash.
  4. Custodial fees
    SDIRA custodians charge higher fees than mainstream brokers.
  5. UBTI and UDFI taxes
    Surprise tax bills can erode returns.
  6. Severe penalties for mistakes
    One prohibited transaction can blow up the entire account.

Due Diligence Checklist

Before committing to an SDIRA, ask yourself:

  • Do I understand this investment inside and out?
  • Have I vetted the sponsor, promoter, or seller?
  • Is this investment liquid enough for my needs?
  • Am I prepared to file extra tax forms (e.g., 990-T)?
  • Have I reviewed the transaction with a tax advisor?

Real-World Examples

Case 1: The Rental Property

An investor buys a duplex in her Roth SDIRA. Rent grows tax-free, and 20 years later, she sells the property tax-free. A massive win, but only because she avoided personal use and paid expenses strictly from the IRA.

Case 2: The Startup Investment

A tech worker rolls $200k from a 401(k) into an SDIRA and invests in a friend's startup. Five years later, the company's IPO and shares are worth $2 million. In a Roth SDIRA, all growth escapes taxation. In a traditional SDIRA, taxes apply upon distribution.

Case 3: The Mistake

An investor buys land through his IRA, then pays property taxes out of personal funds. This "commingling" triggers a prohibited transaction. The entire IRA becomes taxable, with penalties.

Who Should (and Shouldn't) Use an SDIRA?

Best suited for:

  • Experienced investors in real estate, private business, or alternatives.
  • High-net-worth individuals seeking diversification.
  • Investors with significant retirement balances who want exposure beyond stocks and bonds.

Not ideal for:

  • Hands-off investors who prefer simplicity.
  • Anyone uncomfortable with complex tax rules.
  • Those relying on full liquidity of their retirement funds.

The Future of Self-Directed IRAs

With more investors seeking alternatives, SDIRAs are gaining traction. Platforms are emerging that make it easier to access digital assets, private credit, and fractional real estate. At the same time, regulators are scrutinizing the space for fraud and abuse.

Expect continued innovation, but also continued responsibility on the investor's shoulders.

The Takeaway

A self-directed IRA is both a door and a mirror. It opens a door to new opportunities, but it also reflects your own investing discipline. If you have the expertise, patience, and diligence, it can be one of the most powerful wealth-building tools available.

If not, it can become an expensive and risky detour.

The key is going in with eyes wide open, armed with the knowledge you now have. Done right, an SDIRA can help you diversify, grow, and protect your retirement wealth on your own terms.

Self-Directed IRAs: Frequently Asked Questions
Is a self-directed IRA a different kind of IRA?
No. It's the same IRA wrapper (traditional or Roth) with a custodian that allows non-traditional assets.
What can I invest in with an SDIRA?
Real estate, private equity, promissory notes, certain precious metals, tax liens, crypto, and more. The main exclusions: collectibles, life insurance, and S-corp stock.
Who are "disqualified persons"?
You and close family (spouse, ascendants/descendants), entities they control, and fiduciaries to the IRA. Transactions with them are prohibited.
Can my SDIRA owe taxes during the accumulation years?
Yes. UBTI/UDFI can apply when investing in operating businesses or using debt (e.g., mortgaged real estate). These are reported on Form 990-T.
Are "checkbook IRAs" safe?
They offer speed and flexibility via an IRA-owned LLC, but raise the risk of prohibited transactions and administrative missteps. Not ideal for casual investors.

🔎 Ready to explore SDIRAs without tripping IRS landmines?

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