A Founder/CEO must be capable of both extreme optimism and extreme pessimism, carefully balanced against each other, the ratio tuned to the needs of the problems ahead of them.

Being a founder requires constant calibration between arrogance and humility, optimism and pessimism. You need the arrogance to believe that you have something important to say, but the humility to know most people won’t care. You need the optimism to convince yourself and others (employees, investors, customers) to believe in you. But you need pes... See more

As you let the possibility of merging your career and your passion live in your mind, I’ve tried to distill the patterns that I’ve observed into a series of questions:

Will you use this opportunity to grow and evolve or will you use it to beat yourself up?

How will you avoid insecurity work?

Can you learn to enjoy the process as the end in itself, no... See more