What is really “Making It?”

What exactly is “Makin It?” First thought for many is riches. When I don’t need medical insurance and I can just walk into the hospital and pay for the bill I’ve made it.” Makin It” can’t be as simple as a dollar amount. It has to be a combination of other successful aspects. Does “Makin It” always have to involve money? I guess that depends on who you ask. It irritates me when someone thinks you’re there just b/c of how much money is in your account. Some of us aren’t motivated by cash or women, some of us just have a natural love and drive to be great. Granted, I do enjoy the attention, but I always knew that I didn’t want a traditional lifestyle. I didn’t want the typical 9-5 workday or even a boss for that matter, I always could push myself to get what I wanted. I’m not sure if I will ever “Make It” b/c I’m always looking for more. Anything else in my mind is settling. I could have stopped after my few other television credits, but where would I be? Wanna hear my joy? I can officially call myself a comedian. I performed on The Late Show w/ David Letterman. That’s a milestone that looks amazing on paper and one day when my children understand what I do for a living, they’ll know that I wasn’t wasting anyone’s time. I owe much of my success to the understanding that this isn’t about me. I’m not here for myself, I’ve been put here to touch the hearts of others. I’m like a preacher without the the preach. When someone is taking an hour out of their life to laugh with me, is the time when they forget about any of the hardships or losses going on in their life. I soothe the soul, and to be able to walk on any stage and share ideas that make me smile fulfilling another person’s life with joy is really where I “Make It.” Aside from the blah blah, I love my job.


I was born and raised in Baltimore, Maryland. I’m not big on patriotism or representin, but that is where I came from. I love that little big city that you seldom hear about unless spoken of in derogatory fashion. The food alone is one of the many reasons why everyone should visit. Bring a vest. There are many sites for tourists, but going into downtown and the inner city is a must. Make sure your packin heat. Much of my family is still in separate parts of Maryland, and there’s a comedy club I play out there from time to time. Don’t step on anyone’s shoes. I know Baltimore has shaped me in various ways, probably more so on the twisted side you see. I miss that place.

Moments After Performing his network debut on David Letterman

Click here to view the video of the Moments After Walking off the Ed Sullivan Theater’s Stage

This insight is an hour after performing on The Late Show

Just got off of David Letterman’s stage. Yes, the adrenaline rush is in effect. My heart is pumping and I have nothing to do now. Nope, my excitement is about to dwindle. No crazy after parties, no long line of groupies waiting for my ring to fall off, just a couple of paparazzi.  When I left I signed a few autographs but next stop is to hit the room with my plate of fruit and cue cards that Dave just read from. I have a cousin in town and I think he wants to go out to dinner and I am hungry. All I ate today was some soup from that soup guy that Seinfeld goes to. This is not what one would envision after just recording what could be easily one of the biggest performances of my life. I’m glad its over and amazed that I didn’t get nervous. I really prepared for this night, and that is softly spoken. Did I EVER think I would be on the David Letterman show? No. Things just happen and I am thankful afterwards. Who knows what’s next. I’m just gonna continue to put in the hard work and believe in myself and watch these amazing opportunites fall into place. If you’re on twitter, follow me. Twitter.com/MikeEWinfield

Do I Use a Pillow?

So the answer is “NO”. I don’t use a pillow. I know you’ve been wondering and not even when I’m on the plane. I just throw a sweatshirt hood over 76 Fro to protect it from dust or harm and I lay on it. The cushion is much softer than any pillow could provide. I do own a few pillows but really, they’re just taking up space. I’m not here to try to put the pillow industry out of business. I have a wife with a big head and she uses multiple pillows. They’re not even stacked, they’re lined up. Her head is gigantic. If I had her head, my teeth would look like Altoid Smalls or tic tacs. Anyways, I’m not gonna allow her head to take up all the space on this post. This is about how great and handy it is to have big hair. This message has been approved by Afro E Winfield.

I Can Hear You

People start humming Michael Jackson tunes when I come around and they act like I don’t know what they’re doing. I get it bastard. I know Michael’s songs. What, are you trying to be funny. Let’s see how funny it is when I start memorizing some tunes and getting you back. I need to start acting like a comedian in the public eye. I’m normally my low key self unless I’m buzzing off of caffeine. People always try to get me with jokes early in the day when I’m not ready. A comedians strongest hours are from 6p to 2am. That’s when I’m at my best. You can’t get me at my shows either. You can try but that’s when my super power kicks in. I’m aware of my strengths as well as my many weaknesses. I like when people try to get on me. Its all in love. 
Many don’t get a chance to use their gift and I’m really grateful I get the opportunity. That was a Doogie Houser post.

A Bit Irritated

I’m sitting in the Norfolk International airport with a semi sore throat waiting for my first plane to depart to Houston Bush and then to Sacramento. I should probably walk back 100 feet to Starbucks to get some hot tea but I don’t feel like it right now. My body feels weak and where I’m sitting, I’m forced to listen to this black woman who has many stories, and is extremely loud. Everyone can hear her. She sounds like she is speaking through a microphone. I could put on my earphones and study a recorded show, but again, I’m not feeling well and I don’t want to move my body. Fortunately, I get to sit here and learn more about this black woman through her loud stories. She raised her neice and put her through college at Hampton and her Grandma is dying so they have to clear out the house so they can sell it. Blah. 
I’m ready to fall asleep. Its 5am on the button and if I fall asleep now, I may miss the flight. Now the white woman next to the black woman is sharing her stories at a much lower tone, and I can’t help but notice how loud the black woman’s responses are. Enough of this. I am nearing my first ever Letterman appearance. I’m two days away. I’ve been this close before and its hard to get excited not knowing if it will be pulled away again. I am ready. I want to kill it so I can move on with my life. I’m repeatedly doing the same set over and over again for the past 3 months. I can say it backwards. This is the opportunity of a lifetime and I’m not taking it for granted. I try to make sense of why I was being bumped from the show previous times, but right now, I’m content with the thought that everything doesn’t have to add up. My show last night in Norfolk Virginia Wesleyan College was amazing and I was able to sleep a total of 42 min before having to hop in the rental and drive the four miles to get here. I think I want a road manager to hang out with so I don’t allow myself to drift into such evils. You know.  I think the show was so great b/c I’m aware of the power I possess. Its self discovery. I’ve proven that I can make people laugh and I know that I am funny. That is a destination that happens during a journey. I don’t need jokes. I am me. That can’t be taken away. I’m in love with writing jokes. I also enjoy talking with people afterwards, especially the ones who wanna get to know me better. I’m always interested in what they think they know about me after listening for an hour and 10 mins ish. How good of a storyteller am I? I can imagine that I have room to grow. Plenty. All my favorite comedians have been doing it for at least 17 years. Many don’t understand the time and work that must be put in to achieve success. An artform like making people laugh doesn’t seem like it would take so much time, but it is very time consuming. 
Well, I’m getting up now to get that hot tea and it just hit me that I may have to sit next to that loud woman on the plane. She’s a beautiful person, she just has no concept of sound control. She didn’t have a caucasion mother to explain Inside Voice. There has to be material there.