Share your insights or perspective on the financial matter presented in the input.

When the market price for a stock is below a tender offer's price, is it free money (riskless) to buy shares & tender them?
That price is the post-tender price, which already reflects arbitrage.  It's less than $65 on the market because that's the highest offer out there and the market price reflects the risk that the $65 will not be paid.  It also reflects the time value of money until the cash is disbursed (including blows to liquidity). In other words, you are buying the stock burdened with the risk that it might rapidly deflate if the deal falls through (or gets revived at a lower price) or that your money might be better spent somewhere other than waiting for the i-bank to release the tender offer amount to you. Two months ago JOSB traded around $55, and four months ago it traded around $50.  If the deal fails, then you could be stuck either taking a big loss to get out of the stock or waiting months (or longer) in the hope that another deal will come along and pay $65 (which may leave you with NPV loss from today).  The market seems to think that risk is pretty small, but it's still there. If the payout is $65, then you get a discount for time value and a discount for failed-merger risk.  That means the price is less than $65.  You can still make money on it, if the merger goes through.  Some investors believe they have a better way to make money, and no doubt the tender offer of the incipient merger of two publicly traded companies is already heavily arbitraged.  But that said, it may still pay off. Tender offer arbitrage is discussed in this article.