Such a book can't be written by one person alone, but this could be the kernel of such a book
Completely agree, and that's my dream for the book.
Should be named "Software Startup CTO's Handbook"
I struggled a lot with the title -- good point that it lacks the specific software reference, that should be perhaps be incorporated somehow. "Startup" as well as also important to me, as I agree, size matters and changes how you evaluate trade-offs. Implicit in the word "startup" is that time is your most valuable resource, and much of the advice in the book is based on that assumption.