I remember being shocked when Yahoo spurned MSFT's $44+ billion offer in 2008. Goes to show, when someone offers you 11 figures for a failing company, sell because the offers aren't going to get better.
If things seem to be going relatively well, and you've already taken $10-20-50m off the table, what's the point in selling? At that point it's only really cash in a bank account that you then need to manage and reinvest. Obviously, if you feel the wheels are going to come flying off, sell.
Same for a college degree. If you're a self motivated person and a learner, you don't need it. But if you need your hand held, you won't achieve much. Degree or no degree. More than anything this has to with the person and his/her work ethic and intellectual curiosity.
That said, a social network centered on photo sharing and a slightly more handy version of email or event sharing is definitely not one of these high impact ventures in my opinion, so yes, I would have sold that long ago and went to work on something more meaningful.
So, in 2016 dollars we're talking $5bn for their core web business vs. 50bn+ (2016 dollars) for the 2008 MSFT offer.
See how the currency sign for GBP looks like a capital L? and the currency sign for shillings and pence was "s" and "d"? (now the uk use "p" for pence since decimalisation). So "Lire", "Soldi" and "Denarii" were the denominations of Italian currency in the the late Renaissance, and this obscure terminology was because originally the bankers in London were from Lombardy.
So I always thought MM was the same. For something like "Mille Mille" (ie one thousand thousands). I don't have any reference for this, that was just my own theory, and it's slightly undermined by the fact that the Italians have a word for "Million" ("Milione").
http://jugad2.blogspot.in/2016/07/the-many-uses-of-randomnes...
That doesn't mean that that's the way it evolved, but it's a way to categorize it mentally so it makes sense. While there's no logic for it conflating with 'million' and 'mega', at least 'mm' is fairly unique, unless you measure your money by its length.
Later, of course, people assimilated the operation of the M to the other letters, esp. on the dates of printed books. However, if we are discussing manuscript practice in the 15th century, the medieval approach and not the modern approach to Roman numerals would likely be in play...
In any event, using mm. to represent mille mille (a thousand thousand, a million in modern parlance) would create no cognitive dissonance as it does today.