Fuzzy Logic Matching Macro

I've done something similar using functions but I think a macro is best, in essence in calculating in finance world, a Earnings Before Interest and Tax or commonly referred to as EBIT, one often takes out non operating income and non operating expenses.

What I was hoping to do is have a macro

1. Ask the user to shade or highlight which range to calculate from firstly (like Colo's HTML marker with the pointer where you use the border type lines to highlight the boundary first).

2. The macro than inserts a column to the right of the year block highlighted. the macro uses this column to tag the financial line items, ie. in this case below a 1 for income types (can be any tag) and a 2 for expense line items.

3. It than looks through the database of words (and this is where the fuzzy logic comes into it, there are words which would definitely require a tag, but there are others which may require two matching words). I intend to fill this macro with many expressions which auditors and who ever prepare financial reports use as words in their financial statements..

4. So the macro than looks through this database of words for income and also for expenses, and when it finds matches, it tags alongside the finanicial a 1 for income and 2 for expenses .... signifying non operating income or expense.....