I spoke with Jake about:

- His first attempts at entrepreneurship, why they failed, and what he learned about himself in the process

- The story of how he joined his sister and her husband to found Mid-Day Squares, a brand that sells a functional chocolate bar as an afternoon snack, and what he was entrusted to do in the first few months to grow the brand as a CMO?

- How he learned that he is not an 'operator' and more of a 'Rainmaker', someone who is great at building long term relationships with people, and do storytelling in various channels (social media, live events etc).

- What exactly this type of role entails? and why he spends a lot of his waking time flying all over the country and working hard on building authentic relationships with lots of people (that he might do business with someday, but not immediately).

- How he keeps his energy levels up? ("I'm fired up!") and what does he do on off-days?

- What does he think about competition and how he treats everything (even failures) as an opportunity to learn and tell a good story?

- And what are his biggest challenges today and what he is working on to improve himself?

I rarely relate to a person like I did with Jake, and I wish more people would have his awesome philosophy.