oh my god you even drew this one ;_; were you also the one that happened to draw this cover for a fimfic called "Of Steam Gears and Wings?" It's a nice steampunk-ish (most likely magicpunk though) story.
He does realise that he's not going anywhere. Otherwise, he would only be four or five years old instead of over 900. Also the 2nd, 5th, 6th (if looking at the behind the scenes. this doctor really didn't want to go), and 9th doctors had more poignant "deaths". Oh, and if you think this is the saddest commission ever, you ain't seen nothin yet. Good comic though.
he might keep his memories, but every regeneration is pretty much a new man with another man's past. also, he might be saying it's his personal saddest commission ever. also, a lot of people these days only know about the most recent three doctors to any great extent.