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Financing a C-Corporation With a 401(k)

You can use your 401(k) to finance a C-Corporation through a ROBS transaction — no early withdrawal penalty, no taxes on the rollover. Here's how the process works and what to watch out for.

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Introduction

You can use your existing 401(k) to fund a C-Corporation through a structure called a Rollover for Business Startups, or ROBS. Done correctly, the rollover doesn't trigger early withdrawal penalties or income taxes. But ROBS has strict IRS and ERISA compliance requirements, and getting it wrong can be expensive.

What is ROBS?

A Rollover for Business Startups (ROBS) is a financing structure that lets you roll qualified retirement funds — things like a 401(k) or IRA — into a new C-Corporation without triggering the 10% early withdrawal penalty or income taxes on the rollover amount. The IRS has a dedicated compliance project for ROBS transactions, which signals both that the structure is legitimate and that it gets scrutinized closely.

The key distinction from a standard early withdrawal: you're not cashing out your retirement account. You're rolling it into a new employer-sponsored plan that then buys stock in your C-Corporation. The money stays inside a qualified retirement plan the entire time, which is why no penalty or tax applies at the point of transfer.

Most people don't realize ROBS has been around for decades — the IRS formalized its review of these transactions in 2008 and has continued auditing them since. That history means there's a clear compliance record to follow, but it also means the IRS knows exactly what a non-compliant ROBS looks like.

Why a C-Corporation is required for ROBS

ROBS only works with a C-Corporation because the structure depends on the retirement plan purchasing employer stock — and only a C-Corporation can issue that stock to a qualified retirement plan in a way that satisfies IRS and ERISA rules. LLCs and S Corporations don't qualify.

A C-Corporation is formed by filing Articles of Incorporation with the Secretary of State in the state where you want to incorporate. One practical advantage of the C-Corp structure is that it's built to issue stock — which is exactly what the ROBS transaction requires. The retirement plan buys newly issued shares, and those shares represent the plan's ownership stake in the business.

The stock issued to the retirement plan must be valued at fair market value, and for a private company that means a qualified independent appraiser needs to sign off on the valuation. Skipping this step is one of the most common compliance problems the IRS flags in ROBS audits.

How the ROBS process works

A ROBS transaction follows 4 steps in a specific order. Each step has to be completed correctly before the next one begins — the IRS looks at the sequence when reviewing compliance.

Step 1: Form a C-Corporation

Form your C-Corporation first, before setting up the retirement plan. File Articles of Incorporation with the Secretary of State in your chosen state. The corporation needs to exist as a legal entity before it can sponsor a retirement plan or issue stock.

Step 2: Establish a C-Corporation retirement plan

Your new C-Corporation sets up an employer-sponsored retirement plan — typically a 401(k). The plan must be a qualified plan under IRS rules, which means it needs a written plan document, a trust to hold the assets, and a recordkeeping system. Other plan types that can work include profit-sharing plans and defined contribution plans. A tax professional who specializes in ERISA can help you figure out which plan structure fits your situation.

Step 3: Roll over your existing retirement funds

Roll your existing 401(k) or other qualified retirement funds into the new C-Corporation plan. This is a direct rollover — the funds move from your old plan to the new one without passing through your hands. A direct rollover avoids the 20% mandatory withholding that applies to indirect distributions and keeps the transaction clean for IRS purposes.

Step 4: The retirement plan buys C-Corporation stock

The new retirement plan uses the rolled-over funds to buy newly issued stock in your C-Corporation. The corporation now has capital it can use to run the business. The stock must be original-issue stock — not shares purchased from an existing shareholder — and the price must reflect fair market value as determined by a qualified independent appraiser.

After the stock purchase closes, your C-Corporation has the financing it needs. But the compliance work doesn't stop there. The retirement plan remains an active plan with ongoing filing requirements — including annual Form 5500 filings with the DOL — and the corporation must continue to treat the plan as a legitimate employee benefit, not just a financing vehicle.

Ongoing compliance after the ROBS transaction

ROBS isn't a one-time transaction — it creates ongoing obligations. The retirement plan must be maintained as a real employee benefit plan, open to eligible employees on a non-discriminatory basis. The corporation must file Form 5500 annually. The stock valuation needs to be updated regularly. And any transactions between the plan and the corporation have to stay clear of prohibited transaction rules under ERISA Section 406 and Internal Revenue Code Section 4975.

If the plan is found to be non-compliant, the IRS can disqualify it — which means the original rollover gets treated as a taxable distribution, and you can end up on the hook for back taxes, the 10% early withdrawal penalty, and interest. Working with an ERISA attorney or a ROBS specialist from the start is the most reliable way to avoid that outcome.

FAQ

Yes, but only through a properly structured ROBS transaction. A direct early withdrawal from a 401(k) before age 59½ triggers a 10% penalty plus income taxes on the full amount. A ROBS rollover avoids both because the funds move directly into a new employer-sponsored plan — they're never distributed to you personally. The structure has to be set up correctly and maintained on an ongoing basis to keep that tax-free status.

No. ROBS requires a C-Corporation. The structure depends on the retirement plan purchasing employer stock, and only a C-Corporation can issue that stock in a way that satisfies IRS and ERISA requirements. LLCs don't issue stock, and S Corporations have restrictions on who can hold shares — including retirement plans. If you want to use ROBS, forming a C-Corporation is a required first step.

Prohibited transactions are dealings between the retirement plan and a disqualified person — things like the plan lending money to the business owner personally, or the corporation selling assets to the plan at a non-arm's-length price. These are governed by ERISA Section 406 and Internal Revenue Code Section 4975. A prohibited transaction can trigger a 15% excise tax on the amount involved, and if not corrected, an additional 100% tax. A ROBS specialist or ERISA attorney can help you stay on the right side of these rules.

Yes. One of the IRS's primary concerns with ROBS transactions is that the retirement plan must function as a real employee benefit — not just a financing tool for the owner. That means the plan has to be available to eligible employees on a non-discriminatory basis. If the plan only benefits the owner and excludes other employees who qualify, the IRS can treat the plan as non-compliant and disqualify it.

Yes. As a W-2 employee of your C-Corporation, you can pay yourself a reasonable salary. In fact, if you're the owner-operator, being on payroll as a W-2 employee is typically required — it's part of what makes the retirement plan legitimate under IRS rules. The salary needs to be reasonable for the work you do, and it should be documented. A tax professional can help you figure out the right compensation structure for your situation.

A C-Corporation can sponsor several types of qualified retirement plans, including a traditional 401(k), a profit-sharing plan, a defined benefit plan, or a combination of plans. For ROBS purposes, the plan needs to accept rollovers from prior employer plans and allow investment in employer stock. A 401(k) with a profit-sharing component is the most common structure used in ROBS transactions. Talk to an ERISA attorney or retirement plan specialist to figure out which plan type fits your business.

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