Cryptocurrency

Cryptocurrency Investing
Can I invest my IRA or 401(k) into Bitcoin and other cryptocurrencies? This is a question a whole lot of investors have been asking recently. The answer is a resounding “Yes”, and a Checkbook IRA LLC or Solo 401(k) is by far the superior means of participating in this exciting and dynamic asset class. Sophisticated crypto investors have been using this model for many years.

Is Cryptocurrency Investing Legal?
First things first, of course. IRS Notice 2014-21 determined that digital currencies are treated as personal property. An IRA is allowed to hold such assets.

IRA Tax Advantages
When you utilize a self-directed IRA to invest in cryptocurrency, all gains are tax-sheltered under the umbrella of the IRA. Investment income will have the same tax-deferred status of a traditional IRA/401(k). If you are using a Roth account, all investment gains and future distributions will be tax free.
Advantages of a Checkbook Plan for Cryptocurrency Investing
With a checkbook IRA LLC or solo 401 (k) plan you will have direct control over all aspects of investing in crytocurrencies and can do so much more cost-effectively.
- You select one or more exchanges to work with
- You select and hold the wallet – physical or digital
- Trade on-demand without the 2-3 day processing delays typical of many IRA coin broker arrangements
- Eliminate broker trading fees and commissions as well as custodial storage fees. You will only pay applicable exchange fees on trades.
- Invest in mainstream coins such as Bitcoin, Etherium and Litecoin, as well as a full range of altcoins
Fees vary by plan type, but are static in nature and associated with the services necessary to build and support the plan vehicle itself. There are no variable fees based on the dollar value of the account or on a per-transaction/per-asset basis. This is often referred to as a “flat-fee” structure.
Compliance Considerations
As with all investments made using a self-directed IRA or Solo 401(k), there are IRS rules that need to be complied with in order to retain the tax-sheltered status of the plan. Of primary concern is keeping all activities exclusively for the benefit of the plan and avoiding any kind of self-dealing or dealing with disqualified parties. Basically, this means you need keep the IRA or 401(k) investment activities entirely separate from your own or close family investments or finances.
Any cryptocurrency exchange account must be opened in the plan name – meaning the IRA-owned LLC entity or the Solo 401(k) trust. You may not open exchange accounts in your own name and place plan funds in such an account under any circumstances. Some US based exchanges such as Coinbase/GDAX, Kraken, Gemini, or Genesis will be able to open an institutional account for your plan entity. Other exchanges may not offer an institutional account format suitable for such US domiciled entities, but can open an account simply using the plan name. You may need to list yourself and even provide your identification or SSN as the “authorized person” on the account. This is fine, but the account itself must be for the plan.
The plan may use a variety of wallet options, including exchange hosted, 3rd party cloud wallets, or hardware wallets. Any such wallet should be purchased by the plan and used exclusively for holding plan-owned coins. You should not store plan coins on a personal wallet or hold both personal and plan-owned coins on the same wallet. Again, clear separation is the key.

Mining, Staking, and Taxes
The purchase, holding, and eventual sale of digital tokens is generally considered a passive activity, and will therefore be fully tax sheltered under the umbrella of the retirement plan. When a tax-exempt entity engages in a trade or business on a regular or repeated basis as outlined in IRS Publication 598, however, that entity is subject to Unrelated Business Income Tax (UBIT). This tax is meant to level the playing field and shield tax-paying businesses from unfair competition when a tax-exempt entity is acting like a business.
Per IRS Notice 2014-21, cryptocurrency mining is considered a trade or business and would be viewed as self-employment income in the after-tax world. As such, an IRA or 401(k) participating in mining or staking activities – directly or via a 3rd party arrangement – would be subject to UBIT. This tax, which can be as high as 37%, is generally going to be a disincentive for such pursuits.
Options for Investing in Cryptocurrency
In the last few years, a whole new industry has cropped up around the concept of investing retirement funds in cryptocurrency. Most all are from new, specialty service providers. Mainstream financial firms to not provide options for investing in virtual currencies via a conventional brokerage account. There are some digital currency derivatives such as private funds and more recently futures contracts available, but no method for direct IRA ownership of tokens.
Several digital currency brokers, mostly founded in the last few years by precious metals dealers, have entered the space, and created various crypto IRA platforms. In this model, your IRA is held by a self-directed IRA custodian, but must go through the broker for the purchase and sale of coins. On the plus side, this approach is simple and comes with very solid security. On the down side, all transactions will take 2-3 days to execute, and the brokers typically charge some pretty steep commissions, often as high as 10-15%, with the potential for custodial storage fees on top of that. These platforms are also limited to a handful of leading cryptocurrency assets.

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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.

