Evaluating Stock Sale vs Asset Sale: Determining an Appropriate Discount
I'm currently evaluating an opportunity where the seller requires a stock sale. Setting aside the increased risk of assuming liabilities and focusing solely on the lack of stepped-up basis in the assets, I'm seeking input on determining an appropriate discount on the purchase price compared to an asset sale.
My preliminary thought is to discount the deal by an amount equal to the present value of the difference in cash flows that would be received in an asset sale versus a stock sale. This approach aims to quantify the financial impact of the lost step-up in basis. Are there additional factors I should consider when determining this discount? Are there other standard practices for discounting multiples in stock sales?