Another good article regarding Debentures:
Convertible Debentures & Stock Prices
When a company issues a variable conversion debenture (and usually at a discount to average trailing price, eg. 80%) they are asking for real trouble. Whether these debentures are reg s or not, the holders of these debentures, smell blood and they sell the shares of the company short against the block, in this case the block is their own debenture. This is one of the few cases that short selling of non margin stock is feasible (by anyone but a MM), since they sell against their stock. Now, the stock declines under the wave of short selling, the debenture they hold can cover additional shares, thus they sell more short bringing the price further down in the process. At some point it makes sense for them to cover or convert and deliver the shares from the conversion.
All this could be foreseen. The holders of the debentures do not wait the 40 or 45 days until conversion to go into action, they start shorting with the debenture at hand. Lets say the stock is at 1, they short for each thousand face value of their debenture 1000 shares (they do not convert, yet), the stock drops to .5. Now their debenture can buy 2000 shares but they are short only 1000 shares, so, they go in and short another 1000 shares. Guess what that causes the stock to go to .25, which now lets them short another 2000 shares, so the shorting volume increases as they short more.
Finally, they get the wind of some potential good developments and they start either converting their shares to stock (and deliver the stock which was converted at values lower, at least 20% than their last shorting) or going in and outright buying (with the money made from the shorting since they got paid back by the investor every penny of the money they put to buy the debenture and then some) the stock to cover their shorts. For them it is a win-win situation and since the size of the debenture is very large relative to the normal demand for the stock, the stock collapses according to plan.
Credit for post to Zeev Hed
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