What are the chances? Two '87 Pontiac Fiero V8s offered from the same Minneapolis area Craigslist? Not good, I'd say. CONSPIRACY!!!!! A conspiracy for awesome because nothing beats the pants off the Monday morning blues like a couple of V8 swapped Fieros. Olé! Tips from Rock On!
To say that Volkswagen built a bunch of Beetles is an understatement on the order of a statement like: Nothing ruins a good lasagne like a layer of shower drain hair between the noodles and mozzarella. Volkswagen built over 21 million of these things in the 65 years of production -- this one comes from the 1980s when they weren't sold here anymore. Find this 1984 Volkswagen Beetle offered for $3,250 located in East Side El Paso, TX via craigslist. Tip from Rock On!
When the automotive press first announced a collaboration between the Mercedes-Benz and Swatch to build a car, it was funny. When the specs were released and it was advertised as a rear-engine rear-drive, and the smiles got bigger. But when it arrived and you got a 44 horsepower car for $15k starting price (before options, taxes and dealer markup) the smiles were wiped off. However, you might find that this next example could tickle a fancy or two. Find this 2002 Smart ForTwo here on eBay offered for $27,500 buy-it-now or make offer located in Schaumburg, IL. Tip from Adam.
The classic Volkswagen Van is cool because it is slow and terrible, so it only makes sense that a Divco milk truck is even cooler, because these things are glacially slow. However, this next one is sitting on top of a 70s Chevy Van chassis, so it has some modern convenience and speed, but still maintains the classic looks of a 50s delivery truck. Find this 1952 Divco Milk Truck offered for $14,400 in Los Angeles, CA via craigslist. Tip from Rock On!
So your friends have told you repeatedly to buy a Miata already, but you can't get over the old cute-car stigma. Or perhaps you don't want a shuddery convertible, and don't look forward to paying an extra $1k for a Miata hardtop to make it more of a real car. Great news! For about the same price as a tatty NA Miata, you could have a sweet-looking, survivor-grade AW11 MR2. Find this 1986 Toyota MR2 for sale in San Diego, CA for $2,500 via craigslist.
In the Northeast part of the USA, Subaru WRX's have largely become the tuner car of choice. Honda left the barn door wide open with the introduction of the seventh generation Civic. The WRX came with a 227 hp turbo flat four, AWD, 5 speed gear box, and available wagon body style. The breathing STI was only available as a sedan in 2005, but today's seller decided to swap a 2008 STI engine into his wagon. Find this 2005 Subaru WRX for sale in New Canaan, CT for $5,800 via craigslist. 
Find this 1969 AMC Rambler S/C here on eBay bidding for $1,225 with 5 days to go, located in Evansville, IN.
Everybody thinks that his/her Craigslist is the best for finding cheap classics...but you'd probably be wrong, unless you live in a box under the stairs in the corner of the basement of the house half a block down the street from Jerry's Bait shop. You know the place. Anyway, for the Coffee Brake this week, I want you guys to tell me why Albuquarky...Alebequeque....Albaqwerty (which is actually a kind of one handed keyboard that makes it easier for you to find pictures of Jessica Alba) ...no, I'm talking about the city somewhere in the southwest known as Alburquequey. Frick. Albuquerque. I had to use spell check.
You roll up in your 1975 Mercury Monarch and nobody takes notice. Sure, there are a few old guys who smile at the malaise mobile, but nobody is going to try and race you or ask what's under the hood. Until you fire up the engine and slaughter some supercars in 1320ft. Find this 1975 Mercury Monarch offered for $6,500 in Schulenburg, TX via craigslist.
A wise man 
The Torino model was an interesting piece of Ford's late 60s/early 70s history with twists in the use of the Torino badge and if you blink, you might be completely lost when you open your eyes and see a pavement pounding muscle car. Find this 1971 Ford Torino GT here on eBay bidding for $14,100 in Licking, MO with 3 days to go.
Today's Thursday Twister subject is all about the show and no go. Find us the best car for looking at, but it is sorta terrible to drive. What car do you want in your garage, but not on the road?
People complain that there is too much negativity in the world...which seems oddly self-fulfilling, but if you ever find the world getting you down, just head to your local craigslist, because the optimism overflows the cracked-in-half-cup like a California estuary. Seriously, where else will you find people asking 5 to 10 times what they will ever get in value for something and being completely unaware of reality. Find this 1969 OLD SCHOOL BAD ASS VAN offered for $3,500 in Santa Fe, NM via craigslist. Tip from FuelTruck.
The 2nd generation Acura Legend was released in 1991 and likely ignored by the clueless US based auto manufacturers (I can't imagine any of the bean counter driven big 3 would have looked twice at this car and seen a threat). However, there were likely a few German horseless carriage builders who did a collective freak out (and you should see German engineers freak out...it ain't pretty) when they discovered the fit-finish-and-finesse of the Acura Legend. Find this 1993 Acura Legend offered for $3,350 in Forest Grove, OR via GroveAutoCenter. Tip from Kendall.
This next one goes out to the adventurous of spirit and the criminally insane. Because, let's face it, you are one or the other if you ever consider purchasing a $500 Saab 99. Find this 1972 Saab 99 offered for $500 somewhere in the East Mountains of Mordor. Tip from FuelTruck.
I didn't know this until recently, but if you go to Subway and ask for a chicken sandwich, you get something that looks like chicken, but isn't really if you examine the DNA. What is it? Who knows. But it reminds me of what you find around the car shows across America, cars that aren't quite what they look like. Find this 1970 Chevrolet Chevelle SS Clone here on eBay bidding for $12,100 in West Creek, NJ via craigslist.
Find this 1968 Chevrolet C-10 Truck here on eBay bidding for $6,000 reserve-not-met with 4 days to go, located in Dalton, GA.
When I first saw this listing, I thought -- DT is not a place for murderabilia, we are better than that. And then I remembered that we aren't better than anything, and one of DT's early breakout stories was Dr Jack Kevorkian's death van. So...yup, this next thing is a perfect fit. Find this 1996 BMW 750iL that was the scene of Tupac's untimely murder offered for $1.5 million smackeroos via Momentsintime.com. 