I agree with your statement as it perceives to larger companies, but for start-ups, if I were an investor, I would actually want founders to "cash-out" at least

I agree with your statement as it perceives to larger companies, but for start-ups, if I were an investor, I would actually want founders to "cash-out" at least a little. Assuming I've done my due diligence on the dedication of the team, the last thing I want is for a founder to be focused on personal finances. Otherwise, they might be too focused on immediate monetization instead of growth.