This is actually an interesting problem. He sold $10B under his 10b5-1 over the course of two months to minimize impact on the stock. If he sold $10B in one day, that would depress the stock, and as Tesla’s CEO and largest holder I’d figure he’d consider the impact to its shareholders and market cap. I’m not a trader, but I wonder if that’s even possible.
Presumably, given his record of holding TSLA, he’d want to wait until he has certainty the deal will close before liquidating. Assuming he can even do that in a short period and is fine with the impact, there’s the issue of whether he’s in Tesla’s blackout period or otherwise has MNPI. The more practical option is to enter into a new 10b5-1 right now since Tesla’s window just opened. But if the deal falls through, he’d have sold $20B of his company for nothing - would he be ok with that? Maybe you can structure the 10b5 to increase volume in connection with the launch of a tender offer? I don’t know. But that’s the practical problem he faces going it alone.