If you are looking for a pinball, and it is your first (or one of your first), then don't throw a heap of cash at it. $8k- $9k is way too much. I'd rather buy 2 DMDs for $3000 and an SS or EM for under $2000. That way, you have variety, and if you have the room, you can lean towards the era that attracts you the most.
I would never recommend a first pin be over $3000 - $4000.
"Sought after" older games - Not worth it unless you are serious collector of that era. I speak of KISS, Playboy, Fathom.. There's only one or two "classics" that are even near $8000.