I made this little drawing of Leafhelm for the 2019 community collab of Derpibooru where I hope for him to appear in an image alongside hundreds of other OCs. For that project I had left it without a background of course and also I must admit that there were a few minor flaws (I was running out of time to the submission deadline which I hope to have smoothed out a bit in this version.  
I think I may have for the first time managed to get it right that the helmet he is wearing is clearly oversized without it looking too stupied (I presume there would be a lot of cushioning on the inside of the helmet to avoid it constantly blocking Leafhelm’s view ;)). I also turned this image into a new avatar on Deviantart where so far there was still an earth pony version of Leafhelm while the needs of a pen and paper RPG turned him into a pegasus (more fitting given his profession as a mapmaker) as far back as 2016.