This book, The Unfolding Mystery, is a great and easy to read survey of a few key OT stories, and how they point to Jesus. The stories include Adam/Eve, Abraham, Jacob, Moses, Joshua, Samson, Samuel, David, Solomon, and Elijah, along with a few more.
Here’s a section of Clowney’s discussion of Joshua.
“The role of Joshua as the military leader of the people of God prepares the way for the later judges and kings of Israel. He anticipates, therefore, the role of Christ as the Lord’s Anointed, the Son of David, who is the Savior and deliverer of the people of God. Jesus fulfills both sides of the covenant. He is the Lord, the Divine Warrior, who comes for the salvation of his own. He is also the Servant, the Lord’s Anointed, through whom the victory is won. Joshua and his successors, the judges and kings of Israel, fight the battles of the Lord through the long centuries of warfare in the land. Their struggles are recorded, not to describe their military genius, but to show how God used them to deliver Israel. They all foreshadow a greater Deliverer and Savior to come.”
The book is full of great redemptive historical notes such as this one. It does have a Scripture index in the back, which I’ve used quite a bit. Not only would this book be a helpful one to study on your own, it would make a great Bible study book or discussion book on how to read the OT in light of the empty tomb.