If you have concerns like you've mentioned in your post (parts hard to find, not enough money, timing chain issues), I think that perhaps an MX5 Miata would suit you better ?

 

Hey Arthur,
I'm not afraid of costs for a vehicle like this. I was originally thinking about getting 1999 Jaguar XJ8 Vanden Plas. So, I'm not afraid to loosen my purse strings and get my hands dirty. I think the biggest thing holding me back is the size. I'm 6'3 so its tight but not bad

 

Maintenance is no problem and they're generally reliable for a 4 cylinder turbo.

The main issue you may find is that some parts, in particular body parts and headlights/tail lights, are incredibly expensive due to limited availability.

Chassis/engine parts that are shared with other Fiat or Mazda parts are fine though.

 

If you have concerns like you've mentioned in your post (parts hard to find, not enough money, timing chain issues), I think that perhaps an MX5 Miata would suit you better ?

FYI, we dont have timing chains, its a belt.

OP the hardest to find parts will be body pieces, head/tail lights etc.
Many 500/renegade parts are cross compatible engine wise, trans, rear end, suspension, brakes etc are mx5. Source parts through mazda before you shop mopar for better availability and price.

 

Well, now do you see why I came here. You guys are literally pros when it comes to these cars!

I appreciate your help!

 

How much does it cost to insure a vehicle like this? I pay $265 per month for my Land Rover LR4

 

Impossible to say with certainty.

Here in the UK in depends on.......

Your age.
Your address.
Type of property you live in.
Your criminal convictions.
Your driving convictions.
Your employment status.
Your health status.
Annual estimated milage.
Any other drivers.
Access to any other vehicles.
Any modifications.
Estimated value.
Level of cover required.
Any added insurance options.
Where parked during the day.
Where stored at night.
Type of use (social/to and from work).
...... the list goes on !!!!

However, for me I think insurance is reasonably priced.

I pay ~£400 per year for top level Fully Comprehensive Insurance with European Breakdown Cover (including at home cover). And Legal Cover. And enhanced medical cover. And lost/faulty key cover. And courtesy car. And glass cover. And my wife as a named driver.

I'm happy with that.