The books exist, but those books are read by few outside military leadership. The good ones come from leaders who have been there, and they skip over the basics. Being able to talk to a chatbot that can get people past the classic military mistakes could make a force far more effective. Maybe. It's not going to create a Giap or a Rommel, but it might keep a force from repeating classic military mistakes.

There's a brutal little book, "The Defense of Duffer's Drift".[1] It's about classic small-unit mistakes, written from the point of view of someone who has to dream about the same battle over and over. Each time, his plan seems reasonable. But he loses and gets killed. He finally gets it right, after quite a few tries. It's to hammer home the message that there are many ways to screw up an operation. If you don't know the classic mistakes, you're going to make them.

A more modern critic is The Angry Staff Officer. This is a currently serving US Army officer who writes, with a biting wit, about tactics, both real and fictional.[2] He's a good read.

The classics for revolutionaries/terrorists are, of course, Mao and Marighella. Mao is philosophical. Marighella is nuts and bolts.

[1] https://www.gutenberg.org/ebooks/24842

[2] https://angrystaffofficer.com/