I have 9035 eBooks.
Rough Breakdown: 85% Public Domain, 7% Indie/Free and 8% Big 5/Bestseller.
At €7.99 (Cheap Paperback) a pop, that's €72189.65, or US$103,808.72.
I reckon I've spent €5000 or so on those 9035 eBooks over the last 6 or 7 years. Considering I get most of my stuff on sale, or sometimes free.
I'd consider myself to be "winning"