Geez! When I got started in this hobby I knew practically nothing about maintenance and repair, and my first several machines were 1990s B/W pins.
Even now, I often find troubleshooting a stern machine is more complicated then figuring out an issue with one of those classic and very collectible machines.
I also disagree with the comments about the remakes affecting the value of the original machines. I have an original MM, and original AFM, and an original TOM, and I think I could sell any of them without taking a loss.
TOM is a really good machine, and if that's the one you're interested in by all means look for one. And if you've got somebody close with the machine who is willing to go over it with you that would be the best way to learn what you need to know to make an informed purchase decision.
Have fun