Interview questions Jason is ready to dig into. Copy them, tweak them, or bring your own.
1Can you tell us about the moment you decided to leave your family business and pursue your own path? What drove that decision?
2How has your approach to risk-taking evolved from selling sunglasses in high school to now managing apartments and creating innovative products?
3What are some of the most 'crazy' habits you've encountered in your interviews with successful entrepreneurs, and how have they influenced your own practices?
4Can you walk us through how the GoalCrazy Planner is different from other planners? What makes it a 'coach' rather than just a planning tool?
5What challenges did you face in the initial development of the GoalCrazy Planner, and how did you overcome them?
6You advocate for paper planners in a predominantly digital age. Can you explain the benefits you see in sticking to a physical format?
7In your journey, you’ve emphasized the importance of learning from others. Can you share a particularly impactful piece of advice you received from one of your lunch meetings with successful individuals?
8How do you balance your ambitious entrepreneurial ventures with personal life and self-care?
9What are the common traits you've observed among successful individuals that anyone could start implementing today to enhance their productivity and success?
10Looking back, what would you say to your younger self at the beginning of your entrepreneurial journey? What lessons do you wish you had known earlier?