$100

1 brave thing: Making the Ask

Sometimes my pride can get in the way of being brave. Fortunately, today was not the day because I asked and received an extra $100 monthly stipend. Let me provide some quick context here. 

I had lunch today with the Co-founder and CEO of dooable health. He initially hired me as a consultant, then I became a partner in the business, and a couple of years ago, I was named President when the other co-founder transitioned out of the day-to-day operations. The CEO and I recently launched a new division of dooable health™ called Bull Benefits, which I am also President of and building out. My financial success is tied to the growth of both businesses, but I am primarily focused on the consulting work at Bull Benefits. 

Why this matters. The idea of this blog is to nudge me to take braver actions. I wasn’t expecting to make this $100 ask, but it was the brave thing to do, and it rounds out the monthly net income:) I plan to help build a thriving employee benefits consulting business where I control my financial destiny. So it wasn’t really about the money. It was about making a habit out of making the ask.

I am a player/coach. There have been examples in sports where coaches also participate as players on the team. I am doing something similar in my career. I am a business operator and entrepreneur starting this new business consulting business at Bull Benefits. I also coach other business owners and entrepreneurs to help them create a healthy lifestyle while they build their businesses. I also “coach” others to become better providers through the CL Thomas Fellowship non-profit. I love that I’m getting real-life experience of trying to live a healthy, flourishing life while tackling the conflicting demands of growing a business. This makes me a better coach. Although my coaching capacity is limited, it is rewarding and helps me once again live a braver life as a player/coach.

Today was a brave day.

Justin