You don't need GPS and all that stuff to do your private. It will only add more time because you're going to need to be proficient with all of it. Remember, time=money. The private is about flying the plane and knowing your environment. It's not about systems management and button pushing which is what you get in TAA aircraft.
The analog vs. glass arguement is moot. They each have a different purpose. I've trained students in both, and there's a lot more to learn with the glass. As a result, I would start with the steam gauges. Single pilot IFR with bad WX in the area? Give me glass (with wx datalink).
This will all change in time as it's getting nearly impossible to buy a single engine aircraft that doesn't have a glass cockpit. Presently, a 20 year cessna or piper that is well maintained will fly as well as a brand new one for significantly less money.