Saturday, December 15, 2007
What I’ve Learned In 2007
Every issue Esquire has the ‘What I’ve Learned’ piece. They’ll ask someone interesting to talk about “the condensed life lessons, knowledge and weird insights” of people who’ve lived or living life to the fullest. This month they look back at 10 years worth for ‘What I’ve Learned’ entries. Muhammad Ali, Ray Charles, Evel Knievel, Suge Knight, Homer Simpson, Jerry Lewis, Donald Trump, Jack Nicholson, Hugh Hefner, Robert Deniro and more. If you see it on the stands (Johnny Depp on the cover), it would be well worth it to pick it up. And if you’re inspired to, please feel free to write yours.

Sickamore, 22, Talent Manager
10:10pm, December 14th,2007
Plane To Miami

-I should’ve never stopped doing mixtapes. I could’ve still done both. The rush you get negotiating with bootleggers, dropping off CDs on the strip and response from the people trumps 8-hour A&R meetings. It just doesn’t pay as well or give you dental care. But at least I have the confidence to know the street is there for me if anything goes wrong. I’ll sell DVDs before flipping burgers

-I met with millionaires, billionaires and moguls this year. The common theme? Their kids are the most important things to them. The wives? Not so much

-Every birthday from 1 to 21 was dramatic. 22 through 29 are all the same year. No one cares that you’re turning 23, 24, 25 or 26

-The office: Mac Book, wireless, notebook, ballpoint pen and Blackberry. Those pieces allow me to work from anywhere

-Courtside Seats > Great Sex. This is why I need to own a team. Or have great sex and breed a ballplayer

-Fantasy basketball has ruined my life. It’s bad enough ESPN is all I watch. Now I wake up and check the score before brushing my teeth. I read the scoreboard on my blackberry during meetings. Think about how many assist Chris Paul has during dinner. It’s my obsession

-Sports are the only time in life where you either win or lose with no in betweens. No moral victories or pitfalls of success. That element keeps me intrigued. I can cry watching sports but not at a funeral

-Fantasy Actor Team: Denzel Washington, Leonardo DiCaprio, Edward Norton, Brad Pitt and Robert Deniro. Eva Mendes is my 6th man for other reasons

-Maverick Carter and LeBron James inspire me to be a better businessman. They’re young and getting it

-I’ve been thinking about death a lot in the past couple of months. What kind of legacy you leave. How you’ll be remembered, if you’re remembered at all. But I need to forget about it because I’m missing out on life. I got a long time to think about death when I’m dead

-In 2004, I wrote a goal list of where I thought should be in 2005 and accomplished less than 5%. This year I wrote a list of things I wanted to do in 2008 and I’ve already done 40% of it. Just shows me that goals and what you want are sometimes two different things

-The coolest nigga what…the coolest nigga what…the coolest nigga what…

-I’ve owned a business longer than I’ve had a job. So it pisses me off when people say things like “My project will get you a raise” or “Show this to Craig, I bet you’ll get a promotion”.

-Casino, Fight Club, The Lion King, Rocky IV and Catch Me If You Can. American Gangster is creeping up in there though

-At first, I applauded Frank Lucas for burning his chinchilla. Then I started to think ‘Why shouldn’t he be able to go as hard as he wants?’ . You only live once, stunt as hard as you want

-I was reading this obituary about this basketball player from the 1940s. He shaved points for money and in turn banned from the league. He died over 70 years later and that’s the first thing they mentioned: cheater. It’s scary how one bad decision can last the rest of your life

-They say “you never know until you try it”, “scared money don’t make no money” etc. So next year I’m going to try it


posted by Sickamore @ 11:37 AM  
  • At Dec 15, 2007, 11:55:00 AM, Anonymous Teknikal said…

    "Sports are the only time in life where you either win or lose with no in betweens. No moral victories or pitfalls of success. That’s element keeps me intrigued. I can cry watching sports but not at a funeral"

    Damn.. This is real talk right here.. Good read.

  • At Dec 15, 2007, 11:57:00 AM, Blogger Black Esquire said…

    sounds like a valley....valley perspectives are often more interesting than peak perspectives.

    good read

  • At Dec 15, 2007, 1:41:00 PM, Anonymous Anonymous said…


  • At Dec 16, 2007, 12:51:00 AM, Anonymous Sterling said…

    I care that you're turning 23, even if I am the only one.. oh wait, the director of PR of the Jordan brand does, too

    FYI: It's Saturday night at 12:50 am and I'm reading and highlighting (in hot pink highlighter) "The 4-Hour Workweek" while I'm writing down my goals for '08. In '07 I learned that if you step outside your comfort zone, you may end up with a mentor


  • At Dec 16, 2007, 1:50:00 AM, Blogger Liberty said…

    wow Sick... i read this 3times... ur an amazing writer...

  • At Dec 16, 2007, 12:30:00 PM, Anonymous Henri Whitaker said…

    Scared Money doesn't make money but remember, "House Always Wins."

  • At Dec 16, 2007, 3:46:00 PM, Blogger dj_lissamonét said…

    sicks blog post + mary's new single "roses" = masterpiece.
    u continue to inspire.
    cant wait for twothousand&great.

  • At Dec 17, 2007, 12:19:00 PM, Blogger Sickamore said…

    My good friend Tarik

    Tarik HRH Coles, 26, Entrepreneur, General Manager (NQC Management/Baseline Recording Studio), & Rookie Politician

    What I've learned in 2007

    Myspace is for losers, and we are all losers. (See:

    I learned that its better to be cool for your work than to work to be cool.

    After 25 things get different, its all about preparing for 30. All of a sudden I have stronger views and a stronger drive.

    That to be President you don't have to be smart. I never thought I'd see the day when the President of the United States of America was an international joke.

    That music isn't dead, and won't die. I don't care how u get it, u should hear the new Lupe album. And if u think musics dead, just say you don't like the music, cuz we don't care, plenty of us still do.

    The more money I make, the less I actually care to talk about it. Most of my friends have a little money, so until we start hitting the millions its no longer a measure of who's doing better.

    That some girls really do just wanna have fun, and sometimes life is serious. I'm turning thirty, its really not enough for us to just party and bullshit anymore, sorry.

    I learned that if you have to tell people you're grown and probably aren't that grown, or that sexy. (Hint: if it says grown and sexy on the invite and you got it from a bulletin on myspace, its not grown or sexy.)

    At the end of the day the world will be what we make it. Forget all of this who controls this and who controls that. At one point they didn't and at one point a few of us will, so if at the end of the day you want to be part of it, get in...the waters cold, but u get used to it.

    That money is abt much much more than sneakers, clothes, five star hotels and bottle service. Its for security, insurance, mutual funds, property, and retirement, anything beyond that is the icing on the cake.

    Politics is a dirtier game than music, and with good reason, there's more power. There's more money where I am now (music) as it stands. I'm working on combining the two, we'll see how that goes.

    That often you get the respect and power before the money. I know a ton of people who respect me and only a few of them pay me.

    That if I don't decide to do the things I keep saying someone ought to do, it may never get done.

    I learned to pace myself, and not to be in a rush. I used to announce I was doing something new as soon as I got the idea, go out and spend a bunch of money, buy something fly every time I saw or heard someone else was. I've stopped that.

    And last but not least, sometimes its ok to be humble, to humble yourself according to the occasion. I recommend limiting those occasions.

  • At Dec 17, 2007, 5:08:00 PM, Blogger ZILLA said…

    He's a writer, folks!... but he's clearly not having great sex.

    Then again, I never sat courtside.

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Name: Sickamore
Home: Broooooooooklyn, New York, United States
About Me: 23 Year Old Talent Manager + Ageist. Runs ThankGodImFamous, GoOldHead and The Famous Firm. Overall sarcastic yet nice guy
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