Twenty-Thirties: I quit my Job. Do I have what it takes to be an Entrepreneur?

The entrepreneurial bug is alive and well and I have been bit! I've always had an entrepreneurial spirit. I was the kid who sold candy in middle school. I briefly had my own clothing line in high school. Well, actually I was just ironing designs onto t-shirts from my printer but in my head I was Sean John. Then of course there's my music, which is entrepreneurship in itself. Then there's this blog, podcasts, radio shows, being a real life host, promoter, and other things. I've always had it in me. However, I was never really successful. I watched other people do what I had been doing and experience success. WTF!! Which made me ask myself: Am I really suppose to be an entrepreneur??? 

So I decided to see for myself! The stupid way.

On December 31, 2016. I decided to take a huge risk and quit my job of 10 years. I was over it. I was determined not to let the "apron" into my 2017. I never EVER planned on serving tables for as long as I did. The money was quick and decent and I got hooked. More like trapped. I gave the restaurant all of my 20s and felt it was necessary to end something that should have been ended years ago.

I was a server for over 10 years and I felt it was time to move on. To nothing. Yep. Nada. Zilch. Only a gig job. Which doesn't really count because gig jobs are scams. Well, all jobs are scams but gig jobs take scamming to another level. 

I take FULL responsibility for this. I just kept looking on social media (a.k.a the devil) and seeing everyone else's lives dash forward while mine was stagnant. I felt if I really wanted my life to change I would have to do something drastic. I felt that this was me making a move, taking control, and being a true adult. IM A SUPERSTAR! The time is now! sink or swim.

ummmm.......that tide is getting a lil high bruh. haha......

It's like you know you're about to do something not smart, but you've been listening to youtube motivational speakers so you still decide to "take that leap of faith". The only problem is that the surface that I'm leaping towards seems to be a little further away than I thought. My fault. I also think many people fail to realize that you are also still falling while taking that leap of faith. Gravity doesn't stop. So you could NEVER make it to the other side. Reaching that other side ain't guaranteed.  But I like to think that Im still in jumpman pose leaping across the sun in faith. Not falling/failing dramatically into oblivion.

The plan is to make everything that I've been working on for the longest lucrative. I've always felt if I just made a little bit off of everything that I currently do for free, I'd be straight. Right? Well, its not that easy. But Im still trucking! The main problem is that I'm going into over saturated markets and because of the internet and technology, music and media are both pretty easy to create these days. Though my material may be super awesome and amazing, I'm battling with 79 million other artist, podcasters, bloggers, and other media entrepreneurs. Makes it a little difficult to be seen. *Check out my actual quit your job plan*

Plus Entrepreneurship in itself is just hard. Especially when you've already been working half your life and have been conditioned to have a boss and a schedule and tasks made out for you. Even if you hated the boss, hated the schedule, and hated the task, you still had structure. You had boundaries. You don't have to do too much thinking. Your options are laid out for you.  Entrepreneurs have to be their own boss and come up with all that stuff plus a lot more.

So, to answer the question that I get asked all the time, "If you could do it all again, would you quit?"


I will admit that I'm not crazy about being a lyft driver and a courier for Postmates. I'll also admit that I make less money. But I'm single with no kids. I have no real life responsibilities except for me, myself, and I. I don't have a car note (thank GOD). I only have rent, my phone, electricity and a bunch of bills I pay when I feel like it. I look at this experience as me taking advantage and making the most of where I'm at in life. I'm in a place where I can be a little risky because I really only have one mouth to feed. I call it my selfish phase.

Though it's fun not having a real life boss, I will admit that I wish I would have planned my exit a little better instead of just doing it so abruptly. I would've started saving more money 3-6 months earlier. I ran into some issues after quitting. It got tough. But I survived. 

But just because I'm here pretending to be a 23 year old doesn't mean that you can. Y'all with real life kids and responsibilities and bills should think before you act. I want to make sure I am transparent and don't have people jumping off of cliffs all over the world. I'm not going to tell you to quit your job. I'm not going to tell you NOT to quit your job. You have to do what you feel is best, or right, or true in your situation. Be real with yourself and be even realer with the consequences. What's working for me (or whomever) may not work for you.

As I get older and wiser, I'm learning that all the self-help and personal development stuff can really have you fucked up. So make sure you take calculated risk and adjust everything to your life. I'm also learning that if you base your entire life off of data and the status quo, it'll end up accurately boring. Plus doing everything right and following the status quo still may not yield you those status quo results. So you might as well take some risks.  Your entire life doesn't have to be a risk but you have to take some risks.  A good balance of both would be good.

Be risky, not reckless. Be crazy, not careless. Now I sound like the self-help books. But whatever. 

And I do feel like I am cut out to be an entrepreneur. I just have to do some adjusting and deprograming.


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