So after learning from my mistake in my workspace, I tried the more professional approach for Jenn's closet. Applied painters tape, then caulked, then pulled the tape. It's important for you to remove the tape before it dries, not after (another mistake I learned).
I've also worked on my work-desk design a little too. It's a work in progress, but I think its pretty good. I'm still looking to add some functionality for my electronics work I'll be doing on this.