I read these three books last year and I believe that each would be interesting to you:

Undaunted Courage https://en.wikipedia.org/wiki/Undaunted_Courage

This is about doing something extremely hard with a huge amount of unknowns, and the type of person it takes to succeed.

How Big Things Get Done https://www.amazon.com/How-Big-Things-Get-Done/dp/0593239512

This is about project planning and has plenty of real examples and case studies.

The Education of Cyrus by Xenophon https://www.thepsmiths.com/p/review-the-education-of-cyrus-b...

This is the best book on leadership and teamwork that I've ever read. You can read this review instead but get a copy of the actual book, too, it's wonderful.

I'm currently reading how big things get done [1]

It almost seems trite when you read "... The project took longer than anticipated ... "

Really good read if you want to look into project estimations and planning

[1] https://www.amazon.com.au/How-Big-Things-Get-Done/dp/0593239...

Surprised nobody in this thread mentioned "How Big Things Get Done". Fantastic read that talks about the challenges of big projects when they don't bring on the right people with existing expertise:

https://www.amazon.com/How-Big-Things-Get-Done/dp/0593239512

These ideas hit home for me and heavily overlap with the ideas in How Big Things Get Done: https://www.amazon.com/How-Big-Things-Get-Done/dp/0593239512

Getting to work rapidly is guaranteed to be the wrong thing to do with any difficult problem.

The book "How Big Things Get Done" elaborates on this and gives examples of how to do it right.

1. https://www.amazon.com/How-Big-Things-Get-Done/dp/0593239512