Which will cover issues like, things I will need to know in advance, technical difficulties, how to scale/deal with increased load, marketing strategies even?! etc etc.
I love Getting Real by 37signals, your favorites?
Bob Walsh has a couple of good books (notably the Web Startup Success Guide ) and is a participant on this board. His web site is at:
Not a technical book, but Art of the Start by Guy Kawasaki covers about everything else. Scaling issues will probably be platform dependent (LAMP, .NET, Python, RoR). The creators of StackExchange & StackOverflow have talked about their scaling challenges in their podcast; they could probably write a book.
For marketing strategies check out Dharmesh's book, Inbound Marketing. Dharmesh is one of the hosts of this site.
Also check out this post from Dharmesh. It's the best list I've found on marketing To Dos for a startup.
I think a good book any startup founder must read is "Crossing the Chasm". I have read almost 3/4ths of the book so far and I have learnt so much and have corrected my way of thinking towards marketing a product or a product type.
Crossing the Chasm on Amazon A used or second hand book is good enough for this.
I would recommend reading Founders at Work and then Do More, Faster. They are two of the best books for any internet startup because they cover what it is like to start a business and then how to pull it off.
10,000 Startup Hours. I only came across this blog today but it has some great content and is updated daily.