To new car or not to new car

So here I am at a crossroads, at least for me. As everyone is aware, I have a little Chavy Metro. I've been driving one since 95, this particaular one since 98. When I first got it, there was little choice involved. I had done my pennance as a bad driver by walking for 3 years. When the time came I needed a car that could get me from Ft. Collins to Denver and my prized Mustang had passed away waiting for me. Getting a new car was the only way I could get financed so I picked the cheapest new car available in 95, the the Geo Metro. It was bright as fuck green and I thought at least impossible to ever not see. Alas that theory was proven wrong in a t-bone accident in the mountains that totalled it. Sadly, I still owed more than the insurance would pay off. Luckily (snicker), GMAC would roll that balance over on a new car. Again, the Metro was most affordable, even with the new Chevy bow-tie on the hood and hatch.

When I moved to Chicago 2 years later I would have ditched the ride but again owed more than it was worth. Through much trial and error, it turned into a god-send. Everyone of my friends has used it to help move and Countless IKEA items made their way back to Chicago via the 3 cylider charriot. It can park on a dime space and uses no gas in city use.

Now I am in LA, having moved here with everything I could fit in said Metro. If Detroit is motor city, LA is it's proving ground. This a city based on driving and creature comforts. I am not so vain as to dislike my ride because it's not flashy enough. However, with more time spent in my car than ever before, a manual, no A/C, compact gets pretty cramped when waiting an hour and a half to get a mile.

Here is my situation. I am approved to get a 99 Jeep Wrangler in Denver in a week. It's ridiculously affordable for a Jeep and has all the bells and whistles I wanted. At the time I went into search mode, the Metro was showing early death symptoms. It has since been restored to full health. I am even planning on driving it back to CO for the trade-in.

I don't know if I am just getting jitters or not, but my car is doing fine now. I can still park where no one else can. My gas is rarely over $20 and I have no payments. It will need a new exaust system within a year (thank you Chicago salting roads!), but aside from that it has great go and the engine is running great. I have talked myself into the idea that my humility lesson is over and I can get something more fun, but am I convincing myself to this? As was said before, twice I would have passed on the Metro had I not owed so much. Do I let this go or step forward in faith?