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Re:Why We Said “No” to a $40M Round by replicatorblog on Wednesday August 09, 2017 @06:15PM (#14974232)
It's all about the exits. This post does a nice job explaining it:

http://www.businessinsider.com/why-its-better-to-sell-a-star...

Compare Huffington Post and TechCrunch. Both sold to AOL at the same time. HP for $314M, TC for $30M. Michael Arrington walked away with 25% more money than Ariana Huffington despite selling for 1/10th the price.

The Parsely team could probably sell their company tomorrow for $50M if they wanted to and everyone would make money. If they raised that $40M that sale would be blocked. I'm sure the team has higher expectations, but they preserved their options. Smart move.

Re:Why We Said “No” to a $40M Round by ridruejo on Wednesday August 09, 2017 @06:51PM (#14974494)
And selling the company for $50MM is significantly easier and likely than doing so for $500MM