This definitely seems like something where the data could use some restructuring. That being said, I'm a bit confused by the calculations. For example, what exactly is TC Fall 2018 GR supposed to be doing?
WINDOW_SUM([Fall 2018 Gross Revenue (Projected)],FIRST(),LAST())
Taking another look at this. The problem seems to be the Fall 2018 Gross Revenue (Projected) (and related fields). Your view is looking at "TOTAL CONTINUED" but this value is not specified in that calculated field, so the result is NULL.