Incorrect on the return front. $45M buys a percentage of the company. According to this post (https://www.quora.com/At-what-valuation-did-Quip-raise-their...), Quip's last valuation was ~$376M, so a return of 2X.

It's worth nothing that Mark Benioff invested in the original 2013 Venture round.

You probably should learn how venture capital works.