ENTREPRENEURSHIP

I have been fortunate enough to have employees, generate over millions in revenue by myself, raise significant venture capital, sit on numerous boards, and partner in a pro sports venture which is cool but incredibly difficult to navigate. I’ve also failed to make payroll and had to lay people off. I’ve been sued. I’ve had my technology product crash when I got my big chance to partner with Def Jam Records on the launch of Watch The Throne. I’ve curled up in a ball and wanted to die probably 20 or more times over the last 10 years. Nothing about this is for the faint of heart.

But I wouldn’t trade any of it. The failures are inevitable. But the effort, the planning, the heart, the autonomy… these things are magic, and I think they are only accessible to the average person through entrepreneurship. That’s why I’m so passionate about it.

I also believe there is a ton of bullshit out there about entrepreneurship. Because I learned by doing as an adult, I had to figure out the hard way what was real and what wasn’t. As an investor, mentor, advisor, partner, and now content creator, my take on entrepreneurship will be consistent and authentic with good intentions even if it’s hard to swallow. The game is hard enough, you don’t need bad guidance to make it any harder.

 

ENTREPRENEURSHIP

I have been fortunate enough to have employees, generate over $1M in revenue by myself, raise significant venture capital, sit on numerous boards, and most recently partner in a pro sports venture which is incredibly cool but also incredibly difficult to navigate. I’ve also failed to make payroll and had to lay people off. I’ve been sued. I’ve had my technology product crash when I got my big chance to partner with Def Jam records on the launch of Watch The Throne. I’ve curled up in a ball and wanted to die probably 20 or more times over the last 10 years. Nothing about this is for the faint of heart.

But I wouldn’t trade any of it. The failures are inevitable. But the effort, the planning, the heart, the autonomy… these things are magic, and I think they are only accessible to the average person through entrepreneurship. That’s why I’m so passionate about it.

I also believe there is a ton of bullshit out there about entrepreneurship. Because I learned by doing as an adult, I had to figure out the hard way what was real and what wasn’t. As an investor, mentor, advisor, partner and now content creator, my take on entrepreneurship will be consistent and authentic with good intentions even if it’s hard to swallow. The game is hard enough, you don’t need bad guidance to make it any harder.

 

ENTREPRENEURSHIP

C+O 19

Create and Orchestrate Episode 19 : Perfect Is The Enemy Of Good Enough

Create and Orchestrate Episode 18 : Sales Is A Game Of Shots On Goal

Create and Orchestrate Episode 18 : Sales Is A Game Of Shots On Goal

C+O 17

Create and Orchestrate Episode 17 : You Need To Be Grateful

Copy of Copy of The Power of Less (52)

The Grind 8: 40 Hours In And Still Scared

Yesterday was TEDxNashville. TED and TEDx events are always a great time to expand our thinking, but for the last two years, they have taken on a different meaning for me. They represent a breakthrough, when I conquered the fear of sharing my idea about hustling to over 1000 people. It’s impossible to disconnect that…

C+O 16

Create and Orchestrate Episode 16 : Why You Have To Get Excited

C+O 15

Create and Orchestrate Episode 15 : Time, Pareto & The 80/20 Rule

Copy of Copy of The Power of Less (53)

The Grind 7: Breaking Through Limited Thinking

When my partner Vic and I decided to go all in (ie. full time) at Jumpstart Foundry a year and a half ago, we knew that we were not going to do what we had done for the previous five years. There was much to have learned from running one of the first accelerators in…

C+O 14

Create and Orchestrate Episode 14 : Growth Is Not Just Marketing

C+O 13

Create and Orchestrate Episode 13 : Get The Money Right

Copy of Copy of The Power of Less (54)

The Grind 6: Entrepreneurship Can Be Taught

I watched The Big Short (finally) on Friday evening with my wife, Rachel. I had read the book and just hadn’t been able to find the time in 2015 to see many movies in the theatres besides Star Wars, which my boys forced me to see on opening night with all the initiated, most of…

C+O 12

Create and Orchestrate Episode 12 : Investment Vs Bootstrapping

C+O 11

Create and Orchestrate Episode 11 : Do The Work

The-Grind-91-Fin

The Grind 91 Fin

Fin. Today is my birthday. I’m 44 now. A year ago today, I had no idea how much The Grind would change my life, or help others navigate theirs. There is something about The Grind that resonated with people. Of course, there’s the title. Many people believe that life is nothing more than a grind.…

The Grind 90 Mind Body and Soul

The Grind 90 Mind, Body and Soul

Decide to transform I figured something out this year. I don’t know that anyone was lying to me. Still, somewhere along the line, I got the idea that money was the answer to most problems, and that making money always needed to be the priority. That was the mindset I had, and it seemed to…

The Grind 89 The Resistance

The Grind 89 The Resistance

The first action the hero makes is the refusal of the call. The refusal is the signal of the significant fear one must overcome to start the process of transformation. The first and most important thing we do on the way to greatness is change our minds. No one constantly hurdles through life making brave…

The Grind 88 Let It Go

The Grind 88 Let It Go

I can’t play small anymore It’s time to admit that I don’t want to let go. I found a groove, and it’s comfortable. I found it here, in this newsletter to you every week. This was the place that I put down the burden of my shadows and allowed them to find sunlight. This is…

The Grind 87 Nap Time

The Grind 87 Nap Time

The realm of diminishing returns I took the first week of November off from work at Jumpstart / Health:Further to focus on one last editing pass on my book before I submitted it to my publisher for their edit. That went really well, and the book is off with the editors now getting a thorough…

The Grind 86 Renewal

The Grind 86 Renewal

what it feels like to be naturally happy Today marks one year and one day since the last time I drank alcohol. I’ve talked about quitting alcohol quite a bit. As this date drew closer, I’ve been feeling like it’s something I want to stop talking about so much. But with this milestone, it’s worth…

The Grind 85 White Belt Wonderland

The Grind 85 White Belt Wonderland

The disorientation of being initiated Two weeks ago, I decided to start a new journey. Something I had been mulling over for a while. I started practicing Brazilian Jiu Jitsu (BJJ). Four years ago, I began practicing Hapkido and a year ago earned my first degree Black Belt. I love Hapkido and intend to continue…

The Grind 84 Jedi Training

The Grind 84 Jedi Training

The arbitrage of not giving a damn Last week I took some time away from my standard work schedule to work on some creative projects and reflect. While doing so, I couldn’t help but see things in the context of next year. 2020 is looking like a great year for me. I spent a ton…

The Grind 83 Imaginary Lines

The Grind 83 – Imaginary Lines

The engine of happiness My father recently turned 82 years old. He has lived an incredible life. Quite frankly, I marvel at any African American who was born in the 30s or before who is still alive and well. The shifts in society they lived through are hard for me to imagine. The progress they…

The Grind 82 What Did You Expect

The Grind 82 What Did You Expect?

Emotions don’t care about what’s fair It’s Fall. It’s getting darker, earlier. The temperature is dropping, and the holiday season is upon us. In conversations these days, we ask questions of ourselves and others that are both reflective and forecasting. “How has the year gone?” “What are we doing for the holidays?” “Any big plans…

The Grind 81 Decisions Vs Judgments

The Grind 81 Decisions Vs Judgments

We’re not robots; we’re humans. Last week was a great week for me, work-wise. It was a week of long days working on a big vision with great people. The week wrapped up on Friday morning, and I went to see my hairstylist Ebonee to get my hair done. While sitting in Ebonee’s chair in…

The Grind 80 Maturity Matters

The Grind 80 Maturity Matters

Tell it like it is When I was six years old and in the 2nd grade, I rode home on a small private bus that my parents hired. The bus dropped me off at my grandmother’s house on St. Johns Place in Brooklyn. St. Johns is a very wide street for New York City, with…