In an asset sale, the ownership of these acquired assets would change hands, with the buyer negotiating separately for each asset. In a stock sale, ownership of such assets does not change hands in the same way. The target still retains its ownership typically, even if the target has a new owner.
For the target, a stock sale is usually a nonevent from a tax perspective. The buyer in a stock sale does not get a step-up in tax basis in the assets that comprise the target company, and thus is not able to increase their depreciation and amortization deductions in the same way as in an asset sale.
The short answer is that a stock sale is better for you, the seller, while the buyer benefits from an asset sale. But, since we're talking about the IRS, there are infinite variations and complications. As such, you will want to get professional tax and legal advice before proceeding.
In an asset sale, the seller faces double taxation: the company pays taxes on the sale of assets, and shareholders are taxed on the distribution of proceeds. Buyers may benefit from tax deductions on depreciated assets. In a share sale, the seller typically incurs capital gains tax on the sale of shares.
In a share deal, the buyer acquires a separate legal entity, while under an asset deal the assets and liabilities acquired can be transferred directly into the purchasing legal entity. However, it is often useful to establish a separate legal entity that takes over the business that was acquired via the asset deal.
The tax doesn't apply to unsold investments or unrealized capital gains. Stock shares won't incur taxes until they're sold no matter how long the shares are held or how much they increase in value.
Disadvantages of Asset Sale The seller is subject to a double layer of taxation. Transferring assets may be more complicated. Agreements tied to certain assets may need to be renegotiated.