I bought the first edition a year ago. Is there the possibility of an upgrade or reduced price for first-edition buyers (for the digital edition)?

Unfortunately no. While it’s a second edition, enough has changed ot make it a different book.

Not even for people (like me) who bought the first edition 1 day before the release of the 2nd edition? This seems unfair that I wouldn’t have even gotten a warning about this when purchasing.

Have you contacted support@pragprog.com with your concerns?

The publisher handles all the pricing/sales/etc.

Just an update to this. If you have the first edition direct from PragProg.com you should now have a coupon code to get a discount on the first edition.