Sears I think hurts the most. I used to love looking through the catelogs as a kid. It felt so futuristic.

All they had to do was have the foresight to move that model onto the internet. They had the supply chain, warehousing, etc. They may have even been able to have done their own logistics, since every city had a Sears. Kinda how Walmart does deliveries now.

And as you mentioned...they got crushed by a bookseller :(.