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Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by dweekly on Wednesday August 29, 2018 @04:00PM (#17871372)
This is practically reasonable but at most companies everyone's in the same boat (including founders / management) that the big upside is going to be a potential future large liquidity event. In this case, the company seems to have transitioned to being content to operate with low growth and high margins. The right thing for an employee to ask for would actually be profit-sharing. I've heard, for instance, this is how The Mathworks (which makes MATLAB) works; employees get no equity but they don't care because the company is quite profitable and the employee profit sharing is generous.
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by jjeaff on Wednesday August 29, 2018 @04:30PM (#17871687)
While founders and investors may seem to be in the same boat, they rarely are.

Investors are coming from a position of boom or bust to maximize that liquidity event because their success does not hinge solely on your company. If you are a founder, you are all in on it, and unless you are already independently wealthy, or come from money, you would/should most likely optimize for less risk with a healthy upside.

For most founders, making 5-10 million on a liquidity event is a life changing event. For most series a and beyond VCs, that's chump change and they will push to put it all on black and let it ride.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by StudentStuff on Wednesday August 29, 2018 @07:03PM (#17872850)
Buffer is apparently generating $300k in profit monthly (and growing), they can likely offer future stock buybacks using their yearly profits.