I'm curious if you considered or attempted to use pdfplumber's table extraction methods to separate tabular from non-tabular text. That would be my starting point on a problem like this, as picking the relevant rows of a table is far easier than picking from the set of all tokens. By the way, when you say tokens, you're referring to non-whitespace characters separated by whitespace? How reliable have you found pdfplumber to be in picking out words/tokens?