When to sell a car (or five) ???

So I've got a few vehicles. Even sold a couple within the last year. But always dreaming of something new and always in debt... If I could make more money I'd keep everything and buy more honestly. Have plans for everything. 

Really the absolute keeps is one of the Touaregs (my parents use it sometimes, easier for my Dad to get in and out of), the good Boxster shell (went through too much to acquire it) and the Grom (gotta have a bike) And if I got rid of one or more cars I'd probably find another Audi to buy. 

Here's what I got.

04 VW Touareg V8 (World traveler)

11 VW Touareg V6 Sport

04 VW Touareg V8 (Parts / TURD F.)

02 Porsche Boxster (crushed now parts)

01 Porsche Boxster S (Project engine swap)

95 Honda ACTY Attack 4wd

09 Audi TT 3.2 

03 New Beetle Sport (Engine or GRM Challenge)

22 Honda Grom SP

23 Honda CRF110

05 Kawasaki Brute Force 750

95 Kawasaki Twin Carb 750 Engine

?? Triumph TT600 Project

00 Homemade Trailer

Dan

Please remind me again how far you are from eastern Massachusetts?   And just how much of a project the boxster is.  ;-)

There is no right answer*

I'm beyond the point in my life where I want to tinker with multiple vehicles or dedicate that much of my life to them.  I want to be racing them, or doing other stuff with my spare time.  I'd sell as many on that list as I can.  Especially if money is an issue.

But some people really enjoy tinkering and if that's you, perhaps the answer is different.

*I lied, we all know of course, there is a right answer.  Sell everything and acquire a Miata.

When there are some sitting around that you kind of forget you have. That's where I am with guitars, anyway.

dean1484 said:

Please remind me again how far you are from eastern Massachusetts?   And just how much of a project the boxster is.  ;-)

I'm in western CT, not too far. The silver Boxster I don't want to sell.
 

The first blue one is just a shell. At this point. Very stripped. But has wheels/tires/suspension/steering rack. 

In reply to ProDarwin :

I've had three Miatas. I would go for an NC (had two NAs and one NB)

What I'm dreaming of long term is an 8V Audi RS3. But I'd still want to keep the TT for the manual transmission. Or I'd consider a manual 2013 TTRS so I'd have 5 cylinder turbo goodness and a manual. Other want is to import an 1999 Audi S3, 225hp 1.8t with Haldex AWD and manual in a 2 door hatchback. I could sell the TT, import that, then save for an RS3. 

In reply to BlueInGreen - Jon :

I'm always dreaming of what to do with them, and see them all everyday. 
 

Plow for the ACTY, V8 for the Boxster. Lift and 35"s for one of the 04 Touaregs. GRM challenge for the New Beetle. I have wheels in boxes for the TT but want coilovers first. Something crazy for the beat up Boxster. 

Triumph TT600 engine into a kart, jet ski engine into a Jetstream Adventure boat 6' hull, Brute Force cut into a single seat side by side. Plus for years I've wanted to make a truck out of something not a truck. So that's been a thought for the parts Touareg or the New Beetle. 
 

Well E36 M3. I guess the time might be now. Had a seasonal job with some of the people from my winter job. Separate businesses.

Didn't really love it but was close to the end of the season and I was excited for the winter job.

Just got let go via text. After I was led on about waiting for next week's schedule. Ended with "Wish you luck with whatever comes next" So pretty positive that means no winter job and would you really want to go back after that?