Organizing files is not difficult vs. collecting too much - which is what brings the hardship.
I quit grabbing stuff that looked good when I figured out that I wasn't using 90% of it - and never would use most of it at all.
Having terabytes of unused and useless stuff will not bring good fortune - but figuring out what one wishes to actually do - and then doing that with whatever info may be truly needed...
That is what brings results.
When all the above became clear to me I started deleting stuff that was not useful to me and I highly recommend that choice as well as NOT collecting excess shiny object krap.
I never had a terabyte of info to review, but I can imagine I would go crazy, that is information overload to me. I been successful making money with my marketing agency, and that was based on a handful of books I read at book stores and picking the brains of other entrepreneurs.
My advise to you is delete it all and keep 3-5 material you will apply immediately. You will see FASTER results.
I'd just buy an additional external hard drive and use it.