Learning how to code in Python; not a huge issue but it took a little research on learning how to conform to Pythons coding rules.
Overcoming various little nuances with regular expressions such as shortening tokens to remove punctuation so it can match what I'm looking for or determining POS information based on numerous tags placed at the end of the tokens.
Some other issues that I personally encountered:
Lack of a great portable tool for coding on our system; I started out using the VirtualBox to connect to what Aaron had provided us, but eventually just downloaded Python 2.7 and NLTK on PCs at UNO to code without having any speed issues.
Issues that I believe we had as a group:
Lack of a consistent meeting area at PKI. There was never a consistent, private space to have our online meetings with the client due to there only being a few of those private rooms near the Atrium. Thankfully we only had a couple occasions where we had to have our meetings in a more public venue.
Data structure issues such as how to store our data so that it would still be able to presented in a simple format for our client. Thankfully he was okay with the idea of multiple CSV files containing different information that was all still relevant to the project. If we were to have a single data structure (if it was even possible), it would've been a very large and confusing array.
various issues that cropped up in the process of writing the code