Booch,
Grady. Object
Solutions: Managing the Object-Oriented Project. Addison-Wesley, 1995.
Brooks,
Frederick P. Jr. The
Mythical Man-Month : Essays on Software Engineering. Addison-Wesley,
1995. (20th anniversary edition. You should have already read this a couple
of times. Read it again!)
Clark, Kim B. and Steven C. Wheelwright (Eds.) The Product Development Challenge : Competing Through Speed, Quality, and Creativity. Harvard Business Review Press, 1995.
Clark's book republishes the original SCRUM paper as Chapter 2: Takeuchi, Hirotaka/Nonaka, Ikujiro [1986] The new new product development game. Harvard Business Review 86116:137-146.

Degrace,
Peter and Stahl, Leslie Hulet. Wicked
Problems, Righteous Solutions: A Catalogue of Modern Software Engineering Paradigms.
Yourdon Press 1990.
One of the key books that helped launched the SCRUM development method.
Goldratt.
Eliyahu M. Critical
Chain . North River Press, 1997.
Goldratt send me a copy of this book, saying it is most relevant to software development. Its approach to project management is so advanced I haven't been able to get anyone to use it yet. For those who are capable, his approach should leave others in the dust.
Goldratt.
Eliyahu M. The
Goal : A Process of Ongoing Improvement. North River Press, 1994.
Certainly the best novel on project management ever written and probably one of the most sophisticated project management books. Based on constraint theory, it's a business school favorite.
Cassett version - Goldratt's home page

Grady,
Robert. Practical
Software Metrics for Project Management and Process Improvement. Prentice
Hall Press, 1992.
My metrics experts think this is the best book out there.
Martin,
James. The
Great Transition : Using the Seven Disciplines of Enterprise Engineering to
Align People, Technology, and Strategy. Amacom Book Division, 1995.

McConnell,
Steve. Software
Project Survival Guide. Microsoft Press Publication, 1997.

Nonaka,
Ikujiro/Takeuchi, Hirotaka. The
Knowledge-Creating Company: How Japanese Companies Create the Dynamics of Innovation
. Oxford University Press, 1995. (We got some of the initial ideas for
the SCRUM development process from these guys.)
Wheelwright,
Steven C. and Clark, Kim B. Revolutionizing
Product Development: Quantum Leaps in Speed, Efficiency, and Quality.
Free Press, 1992.