Tag Archives: Jason Gregory

Jason Gregory

When I started skateboarding all I wanted to do was get better, but when I really think about it I had some of the best times when I sucked.  In those early days skating was all I wanted to do and suddenly there was a difference between my friends that skated and those that didn’t.  Jason Gregory was the friend that skated.  Our trick selection when we met was basically 180s and shuvits, but those simple times led to near endless progression and fun.

I have more classic skateboarding memories with Jason than I could remember: going back to the school on the last day to ollie our first four stair, building janky spots at my house, getting trespassing tickets on my birthday, his Mom coming to pick us up after he rolled his ankle, the party when we kept stacking stuff in his driveway for me to ollie and it got so high we had trouble finding things to stack, and the list goes on.  I actually landed my first kickflip because he asked me to show him how to do one.  I said “you know I haven’t done a kickflip yet, but this is how your supposed to do it…” and then miraculously the board landed under my feet first try.  Needless to say we freaked out.

To this day he has never done a kickflip (despite my excellent trick tip), but that’s because he has been busy progressing in his own way.  We were both street rats when we started skating but eventually he realized his home was on curved walls.  When I was learning switch flips he was learning front lips.  It’s rad to see how sick and grown-up his skating has become, but I’ll always remember him as the hyper eighty pound kid with crazy braces that helped me learn boardslides.

A few years ago I came up with a set of questions about skateboarding.  These were Jason’s answers.

What’s your favorite thing to do on a skateboard and why?
-Goin’ fast and grinding.  I like the sounds.

Name: Jason C. Gregory
Age: 20
Type of Job/Schooling: Tile/Construction
Years Skateboarding: 7 but been rollin’ on boards since I was a midget.

What’s your first skateboarding memory?
-Trying to sit down on a skateboard and bombing neighborhood hills.

What’s your favorite skateboarding memory?
-Too many.  Learning to ollie was big, learning to carve was big, the ones we had at your house were epic, most memories I have of skating are good.

Ever quit? Want to, or say you’ll quit?
-I quit for two years while I was boxing but the evil was too strong and took me back.  As long as I can walk I’ll try to skate.

Where did you start? Did that influence you?
-Started in the driveway and bombing hills, I just worked with what I had at the time.

How would you describe the feeling of skateboarding?
-Raw energy and force.  Releasing and receiving pain at the same time.

Why do you keep skating?
-Keeps me on my toes, love the adrenaline rush, never really liked team sports, and anyone can be an individual and skateboard.  There’s no one right way to do it.

Do you care about the history of skateboarding?
-I have respect for the veterans of skateboarding.

Do you care about the current skate media?
-I read the mags but don’t pay much attention to that stuff.  I could care less about what the hottest shit is right now.

What else is like skateboarding to you?
-Maybe Metal, but nothing really compares to skating.

What isn’t like skating?

What was the first hard “trick” you worked for?

Why work so hard for a trick?
-The payoff is always worth it.

When did you realize you were a skater?
-When I got kicked off my first spot.

What’s your favorite thing to do on a skateboard and why?
-Goin’ fast and grinding.  I like the sounds.

Is there a trick you don’t think you’ll ever be able to do?
-Tre flip haha!

Is there any maneuver you would purposefully not do?
-Nosestall on big tranny.

What’s the trick you can do every time that surprises you?
-FS lipslides.  Sometimes I come so close to hanging up but I just hang on and it always gets my blood pumping right away after I get a good one.

What’s your dream “tricks”?
-Madonna, BS bodyjar, BS truckbash, and some different airs.

What’s your favorite terrain and why?
-Pools, because first you have to work hard to find one, then you gotta work hard to find a line and get some grinds and I just like the steeper tranny and the sound of pool block being crunched.

What do you hate about skateboarding?
-The different fashion trends and the flavors of the week, shit that doesn’t have anything to do with skating that somehow finds its way into the culture.

Best (worst) injury? Healing time?
-Swellbow and hipper that probably will never heal.  Skinned my face and neck real bad one time that took two weeks to heal but I’ve been lucky with flesh wounds for the most part.

How do you overcome fear?
-Don’t think, just charge.

Do you remember the details of your first setup?
-Haha I think it was a shuvit with some trackers or some shit.

Did you start with friends or alone?
-Started with my brother.

Was it hard or easy at first?
-It was hard falling but I was having fun and that’s easy to accomplish.

Was there anyone or anything that especially inspired you to start or keep skating?
-Probably you Mr. Garso for sure in the early days as far as motivation goes, you were the first guy to really try to do some shit and land different tricks so it made me wanna try stuff too.

Do your parents ever have a problem with skateboarding?
-They don’t get why I punish my body for something, but I don’t really expect them to ever understand, they never tried to stop me from doing it though.

When did you realize you were a skater?
-When I got kicked off my first spot.

How do you feel about skateboarding now compared to when you started?
-I don’t skate street as much as I used to, but the feeling of making something gnarly is still the same.  I definitely wish I could recover like I could when I was 16 though.

What is most important about skateboarding to you?
-Just the freedom of riding.

How would you describe the feeling of skateboarding?

-Raw energy and force.  Releasing and receiving pain at the same time.


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