Squidwards Monument is pretty easy if you know Lennys Route. (Before taking the stairs, click on the TV because the goofy goober Token is there) It doesn't matter if you take the elevator or the Stars. He will always spawn in the Kitchen. So while he spawns run into every room where the bold an brash painting can spawn
(In the Studio where Lenny can't go, in the closet in the upper halway or in his bathroom)
Then run out of his house and put the painting into the boat mobile, then run into the house and make Sure big lenny isn't coming. Then go up the stairs. There is a Chance that the squilliam painting is there, if not, it can be in the dark halway between the sleeping room and the bathroom, or in his sleeping room. Then take the elevator if possible because you can't run with it. Then put it into the boat.
Then take the elevator and search for the clarinet. It can be in the Bath room, in his Studio or it is in the room, in the sleeping room. Then le Big Lenny see you going into the elevator. Wait until he comes down and let him see you ride the elevator up. He will now come up and you need to wait a second before you can ride the elevator down again. Get to the boat, put the clarinet in and go into the house.
Run up the stairs and run into the Studio. Take the Statue and go down the Studio stairs, shut the doors and shut flashlight down. You can see lenny's Red light through. If he goes into the sleeping room, get to the door and end the level
