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Rollover Funding

The rollover is the core mechanism of ROBS — transferring your existing retirement savings into a new 401(k) plan without triggering taxes or penalties. Here’s how it works.

The Mechanics

1

New 401(k) Plan Established

Your C-Corporation adopts a 401(k) plan with provisions allowing investment in employer stock (the company’s own shares).
2

Rollover Initiated

You request a trustee-to-trustee transfer (also called a “direct rollover”) from your existing retirement account to the new 401(k) plan. This is NOT a distribution — no check is made payable to you.
3

Funds Arrive in New Plan

The rollover amount lands in the new 401(k) plan’s trust account. This is a standard retirement-to-retirement transfer — no taxable event.
4

Stock Purchase

You direct the 401(k) plan to purchase shares in your C-Corporation at par value. The plan becomes a stockholder.
5

Corporation Has Capital

The C-Corp receives the stock purchase proceeds. This is now corporate working capital for legitimate business expenses.

Eligible Account Types

Account TypeEligible?Notes
Traditional 401(k)YesMost common source
Rollover IRAYesCommon if you’ve already left a prior employer
Traditional IRAYes
SEP-IRAYes
SIMPLE IRAYes2-year holding period must have passed
403(b)Yes
457YesGovernment/non-profit plans
Roth 401(k)NoAlready taxed — not eligible
Roth IRANoAlready taxed — not eligible

Multiple Accounts

If you have retirement funds spread across multiple accounts, each can roll over separately into the new 401(k) plan. The rollovers don’t need to happen simultaneously — they can be staggered as custodians process them.

Key Tax Points

  • No income tax is triggered on the rollover. This is a qualified trustee-to-trustee transfer.
  • No early withdrawal penalty. You’re not taking a distribution — you’re moving funds between qualified plans.
  • No age restriction. Unlike early distributions (which penalize before age 59½), rollovers can happen at any age.
  • Reporting: The rollover is reported on your tax return (Form 1099-R from the sending custodian, Form 5498 from the receiving plan), but the taxable amount is $0.

Common Questions

If you’re still employed at the company sponsoring your 401(k), the plan may not allow rollovers while you’re still an active employee. Check with your plan administrator. If in-service rollovers aren’t allowed, you’ll need to separate from that employer first, then roll over.
Yes. You don’t have to roll over your entire balance. You can roll over only the amount needed for your ROBS capitalization and leave the rest in your existing retirement account.
Outstanding loans reduce your available rollover amount. The loan balance is typically either repaid before the rollover or treated as a deemed distribution (which IS taxable). Coordinate with your custodian on the best approach.
Varies by custodian. Major brokerages (Fidelity, Schwab, Vanguard) typically process in 5–10 business days. Employer plan administrators may take 10–20 business days. Contacting your custodian early helps set expectations.

See the Full Timeline

Understand how long each phase of the ROBS process takes.