I never was very good to begin with and skated between I guess 16 and 20. I'm 40 now. In the last years, I'd ride my bicycle past this 3 foot mini and each day I'd think, hey I could ride that.
So at some point a friend of mine gave me an old board and I did. I just decided, if I can rock n roll to fakie today I'll be happy, and I did. The guys said the ramp was super crappy - not smooth, not wide enough, etc. but I still had a good time.
I looked around town for another 3 ft mini and there wasn't one, so I started thinking of building one. I was thinking of a way of bringing it up to my girlfriend and I was sure she'd think I was crazy, and she said "good idea!".
So I went and bought all the material and set it on the snow (that was during the spring) until I could actually build it. I kept looking at the materials afterwards and thinking "oh man what did I get myself into". I didn't feel like building the ramp all that much, but I still did when the time came around and I love it more than anything else I own now.
I'm still not all that good nor very brave but I progress a little each time. Since I first rode that crappy ramp 2 years ago I can now do many more tricks - grinds, boardslides, stalls, etc. Next year I'd like to get disasters down, maybe tailslides.
I love this guy, taught me a lot: https://www.youtube.com/user/thebeststee
I went to Montreal this summer and I heard there was a nice mini next to the Vans Park Series pool so I figured I'd go ride it all afternoon. When I got there I saw they had removed it and all that remained was this crazy pool with 6 ft - 10ft drops if I'm not mistaken.
I wasn't game to drop it until some kid told me "if you can drop 3ft you can drop this", so I did and had a blast. So I can add that to my small increments too for this year.
The picture is not me obviously
My plan is to keep picking up a few tricks over the next few years then keep myself in shape so I can ride for as long as I can.