Solution

For the unattainable ideal, I wanted to re-invent squidward to become something he would always dream of, at least the money aspect of it. To do this, I turned Squidward into Rich the Squid. The most rich and famous rapper to ever walk the face of the earth, at least as a squid…

For the freak ideal, since Squidward is already categorized as a freak character, I kept many of his same qualities. I just made him happier with his life, accepting his fate. I made him into someone who eats his problems away, and rather enjoy spending time with his now bestfriend Spongebob. He is still a music artist in this version, although he is not famous at all, he just makes music as another escape to his not ideal life.