One of the most popular uses for an ESOP is to provide a ready market for some or all of the shares owned by shareholders in a closely held company. With an ESOP in place, a majority or controlling shareholder has an exit strategy when he or she is ready to retire. Likewise, an ESOP is sometimes the only market for a minority shareholder in a closely held company.
Internal Revenue Code Section 1042 provides an owner of a closely held C corporation an opportunity to defer, and potentially eliminate, all state and federal capital gains taxes on their sale to an ESOP. This is done by reinvesting the sale proceeds in qualified replacement property (QRP) within 12 months of the sale. The selling shareholder is able to defer taxes for as long as he or she maintains the QRP. If held until death, these securities can receive a stepped-up cost basis and be passed on to the selling shareholder’s heirs. Even if the business owner does not receive all cash at closing, they may still be able to defer all taxes. These tax savings can be significant considering that many owners of C corporations maintain a low basis in company stock.
In order for a security to qualify as QRP, the security can be equity or debt from a qualifying domestic operating corporation. These domestic companies must meet several specific requirements, including: (a) have at least 50 percent of its assets in the active conduct of a trade or business and (b) cannot have more than 25 percent of gross receipts from passive income sources. Investments that typically do not qualify as QRP include US government bonds, municipal bonds, foreign securities, bank CDs and real estate investment trusts.
For S corporations, it may be beneficial to terminate the S corporation status prior to the sale of stock to the ESOP to allow the selling shareholder to elect Internal Revenue Code Section 1042. However, if the shareholders have a high basis stock, the C corporation election may not prove beneficial. It is important to note that the tax law does not allow a corporation to re-elect S corporation status for five tax years after such termination.
ESOPs do not have to own a controlling interest, which offers the selling shareholders a unique opportunity to sell a minority interest and still maintain control of the company.