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    Key takeaways

    Selling your business produces quite the task list. 

    Retaining legal counsel, signing NDAs, preparing financial statements, commissioning a valuation, structuring the deal’s taxes, negotiating the purchase agreement, managing employee communications — just to name a few. 

    Chances are your company’s retirement plan isn’t high on the list. At least, not until someone asks about it during due diligence. 

    If you’re managing a transaction of this magnitude, a 401(k) plan can seem like an administrative detail compared to the decisions that drive the sale price and structure. But what happens to the plan is determined by those very decisions. Understanding the implications before you’re at the closing table gives you more options and fewer surprises.

    How Your Transaction Structure Impacts Your 401(k) Plan

    Before anything else, the structure of your transaction determines the options at your disposal. 

    Stock Sale: the buyer acquires the business entity itself, including its retirement plan. Employees remain employed by the same legal entity, and the plan continues under new ownership. The buyer can keep the plan running, merge it with their own existing plan, or terminate it — but they inherit all of it, including any compliance obligations that come with it.

    Asset sale: the buyer acquires the business’s assets instead of the entity. Employees are technically terminated by the selling entity and rehired by the buyer. The retirement plan stays with the seller, which means you, as the selling plan sponsor, have to decide what to do with it. Because many small and mid-size business sales are structured as asset sales, this is the most likely scenario.

    The Common Outcome: Plan Termination

    In an asset sale, plan termination is typical — the selling entity winds down the plan, distributes assets to participants, and closes it out. That said, it’s more nuanced than simply shutting the plan off.

    All participants must be notified before the termination date. Upon termination, affected participants become 100% vested in their account balance — regardless of where they were in the vesting schedule. If employees were two years into a four-year vesting schedule, termination accelerates full ownership of employer contributions. That’s a major benefit for employees, and a cost that sellers sometimes don’t anticipate.

    After termination, plan assets must be distributed to participants within a reasonable timeframe. Participants generally have three options:

    • Roll over to an IRA. This avoids immediate taxation and preserves tax-deferred growth.
    • Roll over to the new employer’s plan. If the buyer’s plan accepts incoming rollovers, this helps consolidate retirement savings.
    • Take a taxable distribution. The taxable portion is generally subject to ordinary income tax and, for participants under 59½, may also be subject to a 10% early withdrawal penalty unless an exception applies. Eligible rollover distributions paid directly to participants are generally subject to 20% mandatory federal withholding.

    A final Form 5500 must be filed with the Department of Labor. As sponsor, you may also choose to file Form 5310 to request an IRS determination on the plan’s qualified status at termination. This isn’t required, but may provide additional assurance regarding the plan’s tax-qualified status.

    Note: a business sale can also trigger a partial plan termination even if the 401(k) itself remains in place. The IRS generally presumes a partial termination when 20% or more of participating employees experience employer-initiated severance during the applicable period, although the determination ultimately depends on the facts and circumstances. If triggered, affected participants must become fully vested in their employer contributions.

    What If there’s a Successor Plan?

    Plan termination doesn’t always mean participants can immediately receive their elective deferrals. Under IRS rules, termination is generally a distributable event only if the employer does not maintain or establish another defined contribution plan that qualifies as a successor plan. The rules are technical and depend on the employer and transaction structure, so this is an area to address with the plan administrator and ERISA counsel before termination.

    In an asset sale specifically, employees may separately experience a severance from employment with the seller, which can itself permit distributions under the seller’s plan.

    What Happens to Participant Loans

    If any employees have outstanding loans against their 401(k) account balances, plan termination may open the door to another wrinkle. Depending on the plan terms and transaction structure, an outstanding loan may be offset against the participant’s account balance when employment or the plan terminates.

    That offset is generally treated as a distribution. However, if it qualifies as a qualified plan loan offset, participants may have until their federal income-tax return due date, including extensions, for that year to contribute the offset amount to an eligible retirement plan and avoid current taxation.

    Outstanding participant loans are worth identifying well before the sale closes. Discovering them during due diligence — or worse, after closing — can lead to complications that are harder to resolve under time pressure.

    How Your Plan Will Be Reviewed During Due Diligence

    It’s standard for buyers to conduct retirement plan due diligence, and compliance issues can disrupt the process. At minimum, they generate additional representations and warranties. In more significant cases, they may require remediation, additional indemnities, escrow considerations, or other negotiations before closing.

    Buyers will want to ensure that:

    • Plan documents reflect current law and have been timely amended for legislative changes
    • Annual filings are current, accurate, and complete
    • The plan has passed required annual testing (e.g., nondiscrimination testing) and whether any failures were corrected
    • Outstanding balances, default status, and repayment history are all up to date
    • Account balances and vesting percentages are correctly maintained
    • There aren’t any open investigations, audits, or unresolved compliance notices

    Sellers who conduct their own internal plan review before entering the sale process are better positioned than those who encounter compliance gaps for the first time during a buyer’s due diligence. Fixing issues before going to market is generally cleaner than negotiating around them mid-transaction.

    What Happens to Your Own Account Balance

    As a business owner who has been participating in the company’s retirement plan, you have your own account balance to consider. In a plan termination, your distribution options are the same as any other participant — roll over to an IRA, roll over to a new plan, or take a taxable distribution.

    If you maintained a solo 401(k), termination is generally simpler because there are no common-law employee participants to notify or vest. However, the plan still needs to be formally terminated, its assets distributed, and any applicable final IRS filing completed.

    Just keep in mind, the year of a business sale may generate more income than years preceding it, depending on how sale proceeds are structured and when they’re recognized. That can affect the tax implications of any distributions you choose to take instead of roll over. It’s worth modeling those implications with a financial advisor beforehand — the interaction between sale proceeds, ordinary income, and retirement account distributions can lead to surprises or even tax penalties.

    Planning Before the Sale: What to Do and When

    Retirement plan complications in business sales are generally avoidable, so long as they’re addressed in a timely fashion.

    Conduct an internal plan review before going to market. To reduce transaction risk, identify any compliance gaps and remediate them ahead of time. That may include outdated plan documents, missed filings, testing failures, or loan irregularities. 

    Understand your transaction structure. Asset sale or stock sale impacts your plan obligations. If the structure hasn’t been decided, discuss the retirement plan implications with your attorney and financial advisor when evaluating options.

    Discuss retirement plan treatment during the deal. Whether the buyer will maintain a successor plan, accept rollovers or transferred assets, and how participant loans will be handled are all simple enough points to raise during deal structuring. 

    Coordinate termination timing. Vesting acceleration, the successor plan rule, participant notices and distribution-election requirements, and the final Form 5500 filing all have timing dependencies. Working with a retirement plan administrator and financial advisor to sequence these correctly avoids last-minute complications.

    Communicate with participants early. Employees will have questions about their account balances, distribution options, and how the sale impacts their retirement savings. Being proactive about those communications reduces friction during the business transition.

    Your Retirement Plan Is Part of the Exit Strategy

    A 401(k) plan doesn’t resolve itself when a business sells. It’s a legal and financial responsibility that needs to be handled properly. 

    At BEW, in addition to the broader financial planning surrounding a liquidity event, we help business owners navigate the retirement plan nuances of a business sale, from internal compliance review to transaction coordination to plan termination administration.

    Schedule a conversation to discuss your retirement plan’s role in your business exit strategy.