I’m an artist that’s been drawing pokemon from the very beginning when I was a kid in 1998 after getting my copy Pokemon Red. I wanted to catalogue a few of my favorite pieces I’ve drawn over the years and how my approach to drawing them has changed.
1998
I started out with pencil and paper, no color. That was the majority of how I drew. Here’s a drawing of my Pokemon Red team and all their names. Unfortunately I deleted my save in high school (stupid), but they’ll live on in memory.
1999
Now here’s my Silver team! Keep in mind this was all pre-internet access so any reference material for the drawings had to come from player’s guides, box art, TCG art, or in-game sprites.
2003
This one is titled “Where Is the Love?” after the BEP song and inspired by the first and second movies. This was during the height of music videos on TV and so a lot of pokemon art I did was mashed up with popular music at the time.
2005?
Don’t have the exact date on this one but I’m guessing it was in the later gens hence “the classics”. I already thought they were “classics!!” Little did I know how much farther the series would go.
2006?
I started getting into anime around this era and you can sort of tell by the shading I started implementing.
2007
I got a hand-me-down laptop and was able to make the move into digital art. I didn’t own a mouse or a drawing tablet so you can see the lines are very shaky as I was drawing with a touch pad.
2008
My pencil art improved quite a bit during high school, my digital art would be last to catch up. I still think this one is pretty awesome!
2009
By now my digital art had improved and I got a drawing tablet! As you’ll notice, the lines are a lot cleaner because of this.
2011
Now here’s where my art took a dark turn… I started doing these weird…semi-realistic semi-cartoony drawings. I hate it now looking back LOL, they’re so creepy.
2012
Around this time I was in college for Animation, a course that was heavily influenced by Disney, so my art took on a more cartoony appearance and I dropped the anime aspects of it, for better or for worse.
2013
Around here I started experimenting with style. Part of this was just for fun, yes, but part of it was I didn’t know how I wanted to work.
2015
At this point I’m just making slight adjustments to the process. I also started a YouTube series called Pokedex Animated where I animated pokedex entries in this style.
2016
Still a big fan of this piece! I simplified my shading a bit since then, maybe I need to bring it back a little.
2019
By now I had finished my first “season” of Pokedex Animated, 11 episodes. I called it a “season” because I changed the whole look of the videos and updates a lot of things.
2020
I started making a serious effort to improve my art again as I felt I was stagnating. I went for more compelling illustrations that could stand on their own.
2021
The pandemic had taken it’s toll on me and my output severely dropped… but I held in there, mostly focusing on making a few new Pokedex episodes.
2022
This year I’ve been working hard to improve and start drawing again seriously after a major lull and artistic crisis. I ultimately have decided to shift focus away from fan art to original works but I will never, ever stop drawing pokemon.
I hope you like my work and enjoyed this brief story of my journey so far! 
I don’t know much about how digital artwork is created, but you definitely have an eye for both digital and hand drawn styles. When I started clicking through this post, I figured I would only look at one or two of the pictures, and ended up wanting to click through every one! Thanks for sharing this with us!