IRS Compliance Guide

ROBS 401k Rules: What You Need to Know

You've spent 30 years building your 401k. Now you're thinking about using it to start a business—maybe a franchise, maybe something you've always dreamed of doing. ROBS makes that possible without paying early withdrawal penalties. But the IRS has strict rules. Here's the straight talk on what you can and can't do.

The Non-Negotiable Requirements

These aren't suggestions—they're requirements. Miss any of these, and you could owe taxes and penalties on your entire 401k. The IRS doesn't care that you didn't know.

Critical Requirement

C-Corporation Structure

Your business MUST be structured as a C-Corporation. LLCs, S-Corps, sole proprietorships, and partnerships cannot use ROBS.

Critical Requirement

Active Employment

You must be a bona fide employee of the company, providing legitimate services. Passive ownership alone is not sufficient.

Critical Requirement

Fair Market Value

Company stock must be purchased at fair market value, determined by an independent valuation at the time of purchase.

Qualified 401(k) Plan

The company must sponsor a 401(k) plan that specifically allows investment in employer securities (company stock).

Non-Discrimination Rules

The 401(k) plan must be available to all eligible employees, not just the owner. Cannot discriminate in favor of highly compensated employees.

Timely Compliance

Annual Form 5500 filing required. Quarterly contributions if you have employees. Regular valuations of company stock.

What Will Get You in Trouble

These are the things that get people audited and penalized. Some seem like common sense; others trip up people who don't know the rules. Do any of these, and you could lose the tax benefits on your entire 401k.

You CANNOT Do These Things

Personal Use of Business Assets

Using company vehicles, property, or equipment for personal purposes without paying fair market rent.

Loans to Disqualified Persons

The company cannot lend money to you, your family members, or other disqualified persons.

Selling Personal Assets to the Company

You cannot sell your personal property (car, equipment, real estate) to the company at any price.

Guaranteeing Company Debt Personally

The 401(k) funds cannot be used as collateral for loans, and you generally cannot personally guarantee company debt.

Paying Below Fair Market Salary

You must pay yourself reasonable compensation for work performed. Working for free or below-market rates is problematic.

Transactions with Family Members

Hiring family members at inflated salaries or conducting business transactions with them at non-arm's-length terms.

Using Funds Before Stock Purchase

The retirement funds must purchase company stock first. You cannot use the funds directly before the stock purchase completes.

What You CAN Do with ROBS Funds

Once the 401(k) purchases company stock and the funds are in the C-Corporation, you can use them for legitimate business purposes.

Legitimate Business Uses

Purchase inventory for resale
Buy equipment and machinery
Lease or purchase business real estate
Pay for franchise fees
Cover initial operating expenses
Hire employees and contractors
Marketing and advertising costs
Professional services (legal, accounting)
Business insurance premiums
Software and technology investments
Vehicle fleet for business use
Working capital for operations

Ongoing Compliance Requirements

Annual Form 5500 Filing

Every year, the 401(k) plan must file Form 5500 with the Department of Labor. This reports plan assets, participants, and compliance status. Missing this deadline can result in penalties of $250/day.

Deadline
July 31 (or Oct 15 with extension)

Annual Stock Valuation

The company stock held by the 401(k) must be valued annually by a qualified independent appraiser. This determines the value for participant statements and any stock transactions.

Deadline
Before annual filing

Corporate Tax Returns

As a C-Corporation, you must file Form 1120 annually. The company pays corporate income tax on profits (21% federal rate as of 2026).

Deadline
April 15 (or Oct 15 with extension)

Reasonable Compensation

You must pay yourself W-2 wages for services rendered. The IRS scrutinizes ROBS companies to ensure owners aren't avoiding payroll taxes by taking too little salary.

Deadline
Ongoing - each pay period

401(k) Contributions for Employees

If you have employees participating in the 401(k), their deferrals must be deposited within 7 business days (small plans) or as soon as administratively feasible.

Deadline
7 business days per pay period

Non-Discrimination Testing

Annual testing to ensure the plan doesn't unfairly favor highly compensated employees. Required tests include ADP/ACP tests and top-heavy testing.

Deadline
Before annual filing

Penalties for Non-Compliance

Failure to follow ROBS rules can result in severe penalties from the IRS and DOL.

Severe

Plan Disqualification

The entire rollover becomes a taxable distribution. You'd owe income tax on the full amount plus 10% early withdrawal penalty if under 59½.

Severe

Prohibited Transaction Tax

15% excise tax on the amount involved in the prohibited transaction. If not corrected within the tax year, an additional 100% tax applies.

Moderate

Form 5500 Late Filing

$250 per day penalty for late filing, up to $150,000. DOL can also impose penalties up to $2,259 per day.

Severe

Fiduciary Breach

Personal liability for losses to the plan. Fiduciaries can be required to restore losses from their own assets.

Don't Risk Your Life Savings on DIY

You've spent 30 years building your 401k. The wrong setup—one missed filing, one prohibited transaction—and you could owe taxes and penalties on the entire amount. This isn't where you cut corners. A good ROBS provider handles:

Proper C-Corp formation in your state
401(k) plan document drafting
Initial stock valuation
Retirement fund rollover coordination
Annual Form 5500 filing
Ongoing compliance monitoring
Annual stock revaluation
Non-discrimination testing