Joke aside, 300M for 10% of your company in its only ever funding round is a pretty sweet deal. It made its founder a billionaire "overnight".
He stands at a company with about the same market cap as DO, but private, with full control and very low dilution. I would consider that a win.
~18 years ago I owned a Belkin router that would hijack on the order of 1/10000th of plain http requests and send them to a belkin.com domain to try to get people to buy more Belkin products.
I have not bought another Belkin product since.
Yeah, jokes aside I think David Aninowsky is a super smart guy, I actually quite like him. Funnily enough, I'd even emailed them a couple years ago to pitch them letting me build this VERY idea for them, never heard back. :)