Blog of Jeff Vandrew Jr, Attorney-CPA

With a practice focused on Bitcoin and estate planning, I’m often called upon to help my clients with their IRAs, Roth IRAs, 401(k)s, and other retirement accounts.

Many of my clients want to hold Bitcoin in an IRA or 401(k). However, most of the “Bitcoin IRA” companies out there (BitcoinIRA, Kingdom Trust, BitGo, Regal Assets, etc.) charge large custodial fees for doing so.

Wouldn’t it be great to avoid all these issues by just holding cryptocurrency directly, in control of your own private keys, while still maintaining the tax benefits of an IRA or Roth IRA? This would allow you to cut out all of those middleman fees.

It turns out there is a way to do this, so long as you know how to avoid the hidden traps.

[Read more…] about 3 Step Guide to Holding Bitcoin in an IRA or 401(k) without Crazy Fees (and You Control the Private Keys)

A question I often receive is whether clients holding Bitcoin or other cryptocurrency are required to file Form FinCen 114 (colloquially called the “FBAR”).

Unfortunately, as with many cryptocurrency tax issues, the answer isn’t fully clear.

[Read more…] about Do I need to disclose Bitcoin an an FBAR report?

One of the most powerful tools you can use in retirement is a Self-Directed IRA. More specifically, a Self-Directed IRA with LLC Checkbook Control takes this strategy even further, allowing you access to any investment you choose without needing approval from a custodian.

But even with access to “any asset you choose”, there are still three sets of IRS rules that you must follow. Keeping these rules in mind when using a Self-Directed IRA with LLC Checkbook Control is even more important, since there isn’t a third party looking over your shoulder to monitor what you’re doing.

The three sets of rules are:

1. The Prohibited Transaction Rules
2. The UBIT Rules
3. The Collectibles/Life Insurance Rules

I’ll address each set of rules in turn. (Quick note: If your self-directed IRA uses a trust instead of an LLC, all the same rules apply. The same rules also all apply to 401(k)s.)

[Read more…] about Self-Directed IRA Rules: A Simple Guide & FAQ

Has cryptocurrency become too large a portion of your portfolio for comfort? Have you been delaying diversifying a portion of your holdings due to the large capital gains taxes that would result? If so, a cryptocurrency charitable remainder trust may be for you.

The sale or exchange of cryptocurrency creates capital gains income. If the cryptocurrency has been held for over a year, this is taxed at 15 percent, 18.8 percent or 23.8 percent, dependent upon total income. You can try to to spread sales over many years,in order to “soak up” the maximum amount of income into the 15 percent and 18.8 percent brackets, however it’s really only practical to spread sales over a few years at most.

There is a better solution. [Read more…] about Defer Your Cryptocurrency Taxes Using a CRUT

Many taxpayers with self-directed (or “solo”) 401(k) plans are aware that they may be required to file Form 5500EZ annually. This requirement begins the first year that plan assets exceed $250,000, and continues each year thereafter. The form is typically due each July, and can be found here: https://www.irs.gov/forms-pubs/about-form-5500-ez. Many taxpayers with self-directed 401(k)s file Form 5500EZ on their own, as it isn’t particularly difficult. That said, all information provided herein is educational only, and if you have any questions, contact your tax preparer.

Part I of the return is mostly self-explanatory.

In Part II, the name of the 401(k) plan goes on Line 1a, and date you signed the 401(k) adoption agreement (or later effective date of the adoption agreement) on 1c. On Line 1b, you assign the plan a three digit number. Assuming the plan is your business’ sole retirement plan, you’ll probably choose to use “001.” This number must be consistent year to year.

One Lines 2a-2d, you put the information of the sponsoring employer. The EIN that goes here is the EIN of the sponsoring employer, not the 401(k) plan’s EIN. If this is a plan for a non-LLC sole proprietor, remember to use your sole proprietorship EIN (separate from your SSN and separate from your 401(k)’s EIN).

Most self-directed 401(k)s do not have a separate third party administrator, and will therefore simply enter “Same” on line 3a, leaving lines 3b-3c blank.

Lines 4 and 5 should be self-explanatory.

On Line 6, you’ll enter the fair market value of the plan at the beginning and end of the year. It’s unlikely that your plan will have any liabilities.

On Line 7 you’ll enter the contributions made to the plan during the year. If plan participants receive a W2 from the 401(k) sponsoring employer, the participant contributions are listed on Box 12 (with codes D or AA) of each participant’s W2. Any remaining contributions deducted for the tax year which are not included on Box 12 (with codes D or AA) of the W2 would be employer contributions. On the other hand, if you’re self-employed and do not receive a W2 from the sponsoring employer, each participant’s first $19,000 in contributions for the 2019 tax year would be considered participant contributions, and the remainder deducted for the tax year would be considered employer contributions. That figure changes to $19,500 for 2020. Line 7 also has a space to report any inbound rollovers during the year.

On Line 8, you list Plan Characteristic Codes. Most self-directed 401(k)s will list: 2E, 2J, 2R, 3D. If any participants are self-employed persons not receiving a W2, you’d also list 3B.

Line 9 would be “no,” unless any participants have taken loans from the 401(k). Lines 10 and 11 would be “no.”

Disclaimer: Information provided is for educational purposes only. Nothing herein constitutes legal advice or investment advice. Readers are responsible for their own due diligence in selection of investments, exchanges, and technology platforms.