Skip to content
×
Pro Members Get Full Access
Succeed in real estate investing with proven toolkits that have helped thousands of aspiring and existing investors achieve financial freedom.
$0 TODAY
$32.50/month, billed annually after your 7-day trial.
Cancel anytime
Find the right properties and ace your analysis
Market Finder with key investor metrics for all US markets, plus a list of recommended markets.
Deal Finder with investor-focused filters and notifications for new properties
Unlimited access to 9+ rental analysis calculators and rent estimator tools
Off-market deal finding software from Invelo ($638 value)
Supercharge your network
Pro profile badge
Pro exclusive community forums and threads
Build your landlord command center
All-in-one property management software from RentRedi ($240 value)
Portfolio monitoring and accounting from Stessa
Lawyer-approved lease agreement packages for all 50-states ($4,950 value) *annual subscribers only
Shortcut the learning curve
Live Q&A sessions with experts
Webinar replay archive
50% off investing courses ($290 value)
Already a Pro Member? Sign in here

Join Over 3 Million Real Estate Investors

Create a free BiggerPockets account to comment, participate, and connect with over 2 million real estate investors.
Use your real name
By signing up, you indicate that you agree to the BiggerPockets Terms & Conditions.
The community here is like my own little personal real estate army that I can depend upon to help me through ANY problems I come across.
Tax, SDIRAs & Cost Segregation
All Forum Categories
Followed Discussions
Followed Categories
Followed People
Followed Locations
Market News & Data
General Info
Real Estate Strategies
Landlording & Rental Properties
Real Estate Professionals
Financial, Tax, & Legal
Real Estate Classifieds
Reviews & Feedback

User Stats

74
Posts
19
Votes
Stephen E.
  • Rental Property Investor
  • Havelock, NC
19
Votes |
74
Posts

Checkbook IRA/ Checkbook 401K: Its is Legal or Illegal

Stephen E.
  • Rental Property Investor
  • Havelock, NC
Posted Sep 20 2018, 12:40

I have known about self direct IRA but not Self Directed 401K and 'Checkbook' IRAs. I wanted to take control of my personal debt and let my IRA benefit from the loan but still maintain tax preference.

  • What circustances and conditions would i have to follow for this to be legal?
  • What kind of reporting is needed for this to maintain a legal status? 
  • If this completely illlegal, what areas would this follow under?

Thanks

User Stats

2,072
Posts
1,379
Votes
Carl Fischer
Pro Member
  • Rental Property Investor
  • Ambler, PA
1,379
Votes |
2,072
Posts
Carl Fischer
Pro Member
  • Rental Property Investor
  • Ambler, PA
Replied Sep 20 2018, 12:56

@Stephen E.

Illegal to borrow from your Ira— reference irs publication 590 and irc sect 4975

You can borrow from your 401k $50k or 50% of the the 401kaccount balance whichever is less. Irs form 5500 is for 401ks. Do you have your own company? Do you work for a company with a 401k etc are some questions that need to be explored before you get the the correct answer. You probably need a conversation versus an email or forum post. Good luck! 

User Stats

17,805
Posts
6,152
Votes
Dmitriy Fomichenko
Tax & Financial Services
Pro Member
#1 New Member Introductions Contributor
  • Solo 401k Expert
  • Anaheim Hills, CA
6,152
Votes |
17,805
Posts
Dmitriy Fomichenko
Tax & Financial Services
Pro Member
#1 New Member Introductions Contributor
  • Solo 401k Expert
  • Anaheim Hills, CA
Replied Sep 20 2018, 13:06

@Stephen E.

Checkbook IRA is a self-directed IRA that uses special purpose, single-member LLC as an investment vehicle. It is perfectly legal and millions have used it.

Just like an IRA, a 401k can be setup in a conventional way, or it can be setup as self-directed, giving you unlimited investment options. The advantage it has over an IRA is that it does not require a use of third party custodian, and you don't need an LLC to gain checkbook control. It has contributions limits that are 10 times higher than an IRA, allows you to invest tax-free using Roth sub-account, allows you to access up to $50,000 via participant loan feature, exempt from UDFI tax on leveraged real estate, and more! However, it is not for everyone, to qualify you must be self-employed or own a business without full time employees.

When you create this vehicle, the plan document provider firm will provide you with IRS Determination letter, this will address your question about the legality and validity of the plan. They will also help you with required reporting, form 5500EZ, which is pretty simply to complete (only two pages). As document sponsor they will report your plan as "active" to the IRS annually. 

You can and should be in control of your debt. However your IRA can't benefit from it, it's quite the opposite. Taking early distribution from an IRA (resulting in steep taxes/penalties) to payoff your debt would be unwise. To begin this process you should evaluate all of your expenses, get rid of all non-essential and start tacking your debt using "snowball" strategy (you can google it, I'm sure you can also find discussion of this strategy on BiggerPockets forum). The bottom line is you need to live below your means, spend less than you make, otherwise you will never reach financial independence.

BiggerPockets logo
BiggerPockets
|
Sponsored
Find an investor-friendly agent in your market TODAY Get matched with our network of trusted, local, investor friendly agents in under 2 minutes

User Stats

74
Posts
19
Votes
Stephen E.
  • Rental Property Investor
  • Havelock, NC
19
Votes |
74
Posts
Stephen E.
  • Rental Property Investor
  • Havelock, NC
Replied Sep 20 2018, 13:36

From my understanding is the a loan feature is only available if the IRA is loaning to an investment or just a 401K.

A withdrawal would be legal in this situation for an IRA?

What limitations could i expect when using this stategy to do what is listed below? What are the pitfall for each to maintain legal aspects of each?

Goal: Convert uncollateralized personalized bank debt into a debt to that is assumed by the IRA/401K at interest (8-20%) and similar terms thereby creating opportunity for freeing more captial and increasing my ability to retain cashflow into investments at a rate that was being paid out to external institutions. See below for the idea of what i trying to accomplish.

Figures are for example and not representative of true statements or balances.

  • Prior to conversion to Checkbook IRA or S401k
  • Ex. $100,000 of uncollateralized debt at 20% for 72 months.
    • Total payment: $2395.28
    • Interest: $1666.67
    • Principal: $728.61
  • Conversion to Checkbook IRA or S401K. Loaned
    • Ex. $100,000 of uncollateralized debt at 10% for 72 months.
    • Total payment: $1753.32
    • Interest: $666.67
    • Principal: $1086.65

Overall increasing saving rate, debt paydown, overall ability to continue investing. Thoughts?

@Carl Fischer

@Dmitriy Fomichenko

User Stats

2,072
Posts
1,379
Votes
Carl Fischer
Pro Member
  • Rental Property Investor
  • Ambler, PA
1,379
Votes |
2,072
Posts
Carl Fischer
Pro Member
  • Rental Property Investor
  • Ambler, PA
Replied Sep 20 2018, 13:45

You can't borrow from your IRA to pay off your personal debt whether it is done through the Ira or through a checkbook LLC. It is self dealing.

 Your Ira could lend money to another investor either through the ira or with the checkbook controlled Ira. 

User Stats

17,805
Posts
6,152
Votes
Dmitriy Fomichenko
Tax & Financial Services
Pro Member
#1 New Member Introductions Contributor
  • Solo 401k Expert
  • Anaheim Hills, CA
6,152
Votes |
17,805
Posts
Dmitriy Fomichenko
Tax & Financial Services
Pro Member
#1 New Member Introductions Contributor
  • Solo 401k Expert
  • Anaheim Hills, CA
Replied Sep 20 2018, 13:52

Stephen,

There is absolutely NO WAY to convert personal debt into a debt assumed by your IRA/401k. All transactions involving an IRA must be "arms length", meaning that you personally (or any other disqualified person) CANNOT be part of the transaction, directly or indirectly. 

User Stats

2,877
Posts
2,532
Votes
Brian Eastman
Pro Member
  • Self Directed IRA & 401k Advisor
  • Wenatchee, WA
2,532
Votes |
2,877
Posts
Brian Eastman
Pro Member
  • Self Directed IRA & 401k Advisor
  • Wenatchee, WA
Replied Sep 20 2018, 14:04

@Stephen E.

The piece you are missing is that neither an IRA or 401(k) can invest in YOUR PERSONAL debt. That would be a self-dealing prohibited transaction that would destroy the retirement plan and create a huge tax penalty. There is no direct or indirect way you can accomplish this goal.

All activities of a self-directed retirement plan are exclusively for the benefit of the plan, and may in no direct or indirect way benefit you personally (other than by accumulating more money for your future retired self).

From an IRA, there is no option other than a taxable distribution to you from the IRA, with any attendant penalties if you are under age 59 1/2.

If you are eligible for a Solo 401(k), you could establish a plan and then take a participant loan.  That is you personally borrowing from your plan with an obligation to pay the plan back at a set rate (typically Prime + 1 or 2%) over a maximum 5 year period.  The maximum you can borrow is the lesser of $50K or 50% of the 401k account value.  A self-directed 401k is not necessarily required, as many 401k plans offer the loan provision. 

This is generally not a smart long term financial move, and would only be a last option in the minds of any responsible financial planner.

User Stats

4,180
Posts
1,417
Votes
Justin Windham
Pro Member
  • Solo 401k provider
  • Denver & Hilton Head
1,417
Votes |
4,180
Posts
Justin Windham
Pro Member
  • Solo 401k provider
  • Denver & Hilton Head
Replied Sep 20 2018, 14:42

@Stephen E.

As others have mentioned, the prohibited transaction rules will prevent you from using your retirement money to pay of or assume your debt. The only exception is the participant loan feature of qualified plans such as the Solo 401k. While you may not want to setup a Solo 401k (if eligible) solely for this purpose, it might be a useful benefit in addition to other features of the plan:

  • Compared to an IRA, Solo 401k contributions limits are roughly ten times higher.
  • There is no custodial requirement for the 401k.
  • You don't need the additional expense and administration of an LLC to have checkbook control.
  • There is a built in-Roth component whereas IRAs are either traditional or Roth, not both.
  • A spouse can also participate in the same Solo 401k plan.
  • The Solo 401k has additional tax benefits over an IRA when investing into real estate using leverage.
  • The penalties for prohibited transactions are less severe, though it's best not to utilize this benefit :)

User Stats

3,675
Posts
1,210
Votes
George Blower
  • Retirement Accounts Attorney
  • Southfield, MI
1,210
Votes |
3,675
Posts
George Blower
  • Retirement Accounts Attorney
  • Southfield, MI
Replied Sep 20 2018, 22:25

@Stephen E.

While the IRA participant cannot borrow from his or her IRA or process a promissory note that will benefit the participant directly, a participant loan can be processed from a solo 401k plan. See the following for the rules and the limits on participant loans. 

https://www.irs.gov/retirement-plans/retirement-pl...

User Stats

74
Posts
19
Votes
Stephen E.
  • Rental Property Investor
  • Havelock, NC
19
Votes |
74
Posts
Stephen E.
  • Rental Property Investor
  • Havelock, NC
Replied Sep 21 2018, 07:52

It wold seems a loan function would be the better option and have the most flexibilty. What other soultions would be available that i could pursue for this kind of idea?

User Stats

4,180
Posts
1,417
Votes
Justin Windham
Pro Member
  • Solo 401k provider
  • Denver & Hilton Head
1,417
Votes |
4,180
Posts
Justin Windham
Pro Member
  • Solo 401k provider
  • Denver & Hilton Head
Replied Sep 21 2018, 09:48

@Stephen E.

When is comes to using retirement funds for investment purposes, the loan feature is the only avenue that will provide that level of flexibility. Any direct investment of retirement funds will be subject to the prohibited transaction rules.

User Stats

74
Posts
19
Votes
Stephen E.
  • Rental Property Investor
  • Havelock, NC
19
Votes |
74
Posts
Stephen E.
  • Rental Property Investor
  • Havelock, NC
Replied Sep 21 2018, 10:00

Thank you!