I have officially combed through my sales. I can now confirmed that deleting the original import and re-importing worked and my information was transferred correctly. There were more transactions than I thought there should be the second time because I miscounted. I only counted Box A (short term sales) and failed to flip the page and see Box D (Long term sales). Thank you for your help. In case someone else has the same issue I posted my fix for it.
Note: The first time I had multiple forms imported (like 8). When I re-imported I only had the specific 1099-B that I was working on. It is possible that importing one at a time did the trick. It was the only thing I did different the second time around.
