First, the CEO and OSTK have had a decades long battle with the shorts. I have followed, and been an investor in, OSTK on and off for 15 years or so. This move to distribute a security is definitely a move to get the shorts to cover. OSTK has been developing blockchain technology through their subsidiary, Medici Ventures. They are distributing a digital share to all OSTK shareholders of record as of September 23. If this strategy is going to be successful, it will not necessarily be due to the fact that it is a digital share, per se. It will be due to the fact that it is a new security; a security which cannot be delivered to those to whom shares have been shorted. By contrast, if the company paid a stock dividend, in the form of OSTK shares, the shorts could merely buy shares on the open market and deliver them.
OSTK is working on selling the Overstock e-tail brand in order to become a pure blockchain technology company. The volatility of the shares, on a daily basis, is sometimes attributed to the movement of bitcoin prices (though I don't see a meaningful correlation). As a general matter, TSLA and OSTK are in totally different situations, but they do share the onus of the shorts, an albatross around their necks. I have suggested monitoring what OSTK share price does as we approach September 23 just to see, if in fact, the prospect of the distribution of a new security forces the covering of the short position.
If OSTK's stratagem works, it may be something TSLA should consider in the future, if it makes strategic sense. To be clear, if TSLA were to employ a similar action, it would not have to be a digital share but, as I have suggested, perhaps a distribution of shares in a spin-off of part of the company (say, the charging network, e.g..). Hope this helps.