Keep in mind that these are only my opinions, and not necessarily those of my fellow judge and contest host Bluesecrets.
I'll be doing these in the order they were submitted.
Here's the first 10:
Dr. X - The Meat Poker's Shop

Dude, your first Castle MOC! And what a great one, awesome job on the walls and the shape of the little house, and it's good to see some subtle height variation in the terrain as well, instead of just a flat baseplate. Hinging open to see the interior is nice and old skool

The profession and the description thereof are original and funny too, so you definitely did a good job on this entry, Dr. X!
One thing I would have liked to see would be a bit more of a filled up outside that has something to do with the job as well, but I'm just nitpicking now. You should build Castle more often!
Knight of Honor - The Part Counter
Can't find a thumbnail for this one.
The job is funny, and the guy looks a little grim but happy to be doing his job at the same time, which put a smile on my face, but you could have done a lot more to dress up the MOC. You could make a field and/or surrounding terrain. I can't deny though, that this unmistakenly makes one look right at the guy doing his job without anything getting in the way.
Marbri - The Diver

That face just does not get old! He looks very excited to be jumping into the water with a big crystal ball on his head

That crystal ball as a diving bell is a very smart idea. The little floating box with his airtube attached is also a clever little detail that I personally would have overlooked if I was to build a medieval diver.
Dr. X - The Rogue Carrot Exterminator

Great minifig posing here, he's definitely going after that carrot with a passion! This one really made me laugh!
It's also nice to see an unevenly shaped base, instead of just a square baseplate.
Life_Unscripted - Livestock Juggler

Quite an interesting profession that would be, I wonder when and where he found out he could do that. "Hey guys, looks what I can do!" Nice perspective on the hills on the horizon and the wall of air behind him, which could also double as him standing on a stage performing his famous livestock juggling act.
Shmails - The Sanitizers

This is a very well built entry, full of nifty details. Take the water hatch being opened to pour water into the tub, and the fire under the grate to boil the water.
The sanitizers look funny too, and the way they all walk around in uniform doing their somewhat absurd work is very humorous.
nanuck95 - Medieval Pit Crew

This one is just hilarious! I especially love all the different spectators in the audience cheering onto their favourite charioteer with all the panoply of a good audience. The guy with the cheese hat and the guy with the big glove are particularly funny.
The grease monkey is also a great touch, and so is the Jack

Shmails - His Royal Secret Service

I must admit the sunglasses on the medieval soldiers look funny, but other than that I can't find much to say about this MOC. I think if you would have dressed it up a bit more, maybe a tree or a house in the background or something, it would look a lot more like a scene and less like figs on a baseplate. An a side-note, it's good to see a path that is embedded into the grass for a change though

man at ye old well - The Weapons Grower

Those are some odd plants, sprouting weapons out of white pod-like shapes in their hearts

The bridge particularly caught my eye, and I also like that mace tree. The ducky is cute and the house old skool in the best way possible. Is that gray bird a weapons eater?
Foamrider - Shroom Whisperer

Awesome stuff. Although small, this one shows all you need to show and nothing more. The presentation of this looks very clean, neat and sharp as well, and the pose and passionate facial expression of the fig is great! This small one was one of the funnier looking entries in this contest, great job on that! I also like the frog and owl that are checking out what this wierdo is up to.
A nifty little detail is that sweet oriental looking lantern, I'll have to steal that idea some time
