Earlier quoted context omitted.
$382MM? Why did the investors consent to that? That's a lot more than is needed to stop worrying about the founders selling the company to keep paying their bills.
Lefkowsky was already very rich before Groupon, there was never a worry he'd sell to pay his bills.
But with Lefkofsky, it appears the more experienced and sophisticated investor who also needed the money least took the most money off the table. Hard to see that as anything other than serious insider doubt about the company's prospects.