Having too much of your own wealth invested in one place is very risky (from a personal finance POV). However it signals disloyalty/bad outcomes in the venture

Having too much of your own wealth invested in one place is very risky (from a personal finance POV). However it signals disloyalty/bad outcomes in the venture (think of an entrepreneur looking to sell all of his shares; would you buy them?). The idea behind getting shares is that you're motivated to work harder because your worth is tied to the worth of the company. However it's not clear that the thing holding you back is a lack of motivation.