I'd recommend a call to your local TAFE and have a chat with someone in the automotive section if possible to see if they run, or know of something that is run, to cover what you are after.
I did the trade course in the mid 1990's and we used two Gregory's books as our text books "Automotive Mechanics Fundamentals" and "Automtovie Mechanics Service Repair Diagnosis". I still use them today when I'm trying to get a better understanding of an automotive system to aid diagnostics. I also use them to explain more technical information to my mates when they have car troubles - the pictures are clear and easy to understand.
The rest of the course material were folders of printed activity sheets which were pretty straight forward and I didn't keep them. The important learning was on the job, and being in a workshop was a great way to learn. Owning a Jeep gives you a similar learning opportunity!
You could find out what text books are the basis for the current apprenticeship course and use those to better understand the fundamentals. A workshop manual will then give you the technical how-to that is specifically for your vehicle, and you should obtain the Jeep factory service manual for completeness and accuracy, and a Gregory's one for your vehicle because they explain the process of repair in more detail and aim it at a DIYer.
Use that, and come back on the forum often to ask questions and you should be right. For your head gasket issue, have a read of the workshop manual and then ask specific questions if anything is unclear. There are other posts on the forum related to the repair, and what process should be followed.
Finally, buy decent tools and start with 3/8 and 1/2 inch torque wrenches! As a first year apprentice I had to carry them around so I got a feel for the right torque on fasteners and it was an important starting point.
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