Thank you for your response!
1. Yes
2. Yes
3. Yes
4. Not exactly: it runs the emulation but it shows a red "X" on my button and LED and when I hover over it, it says it cannot reach my Controller. Included is a screenshot of this screen. Additionally, the project verifies without any errors or warnings.
According to another source, It may possibly just be an issue with my binding tags. I'm currently looking into that possibility.