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,... See more

The most important question for me is, "How do I want to spend my days?" And the answer is: I want to spend my time thinking, creating, and ideating with a small group of people to build a beautiful, creative, values-aligned business. I am not interested in 14-hour work days, back-to-back meetings that deplete my energy, can’t catch a breath to-do... See more

Do you have clarity on what kind of financial value you aim to create?

Do you have enough savings to sustain yourself during a ramp up period? If it takes longer to ramp up, how will you gain financial security? Is your significant other on board? Will 1,000 fans paying $10 a month satisfy you? Is your goal to build a sustainable business or are... See more