Image via Complex Original
Intro
If you drive a Cadillac, you're in good company. Certified badasses like Teddy Roosevelt, JFK, and Elvis Presley drove Cadillacs. It's a marque with more than 100 years of heritage, world-class refinement, and an image like no other. The Cadillac is as American as apple pie and luxurious as eating roast Dodo while resting upon a bed stuffed with pure Spanish saffron. Here are the 100 greatest Cadillacs of all time.
Imaj Concept
100. Imaj Concept
Year: 2001
Complex Says: Cadillac has made some amazing concept cars throughout the years, and we can't help but honor them here. Because they aren't real, however, we have confined them to the bottom of the list. The Art and Science design language that Cadillac is currently using is a firm refusal to go retro with the rest of the industry. The Imaj was an interesting concept that merged a high-tech luxury sedan, a mini-van, and a Prius-ish roofline to create something that was bizarre, but obviously quite comfortable.
Converj Concept
99. Converj Concept
Year: 2009
Complex Says: For a moment, let's ignore the fact that hybrid and electric cars are dead-end technologies that actually hurt the environment more than they help it, and just focus on the design of the Converj. It's hands-down the coolest-looking hybrid out there. We are now going to preempt the Fisker Karma-related comments by saying we just can't stand the Karma's mustache.
Urban Luxury Concept
98. Urban Luxury Concept
Year: 2010
Complex Says: The compact luxury car is coming to America. Not quite yet, since we're still in the mentality of paying by the foot for cars, but it is coming. Last year, Cadillac showed off a city car called the Urban Luxury Concept, which looks like it would really just feel open and airy. That glass roof is awesome.
Solitaire Concept
97. Solitaire Concept
Year: 1989
Complex Says: Designed for high-speed travel, the Solitaire gives a strong impression of speed. It almost looks blurry even when standing still...in a good way.
LeMans Concept
96. LeMans Concept
Year: 1953
Complex Says: This was the first car ever to bear Cadillac's single-piece, wrap-around windshield. It was named for one of the greatest races in history and was a thoroughbred sports car. Simple and brilliant.
Cyclone Concept
95. Cyclone Concept
Year: 1959
Complex Says: It's the Cadillac of Batmobiles. In the '50s, jets were considered to be just about the coolest things ever. This is where we get things like tail fins on cars, along with the Cadillac Cyclone concept, which features every crazy jet-inspired design element there is.
CART-PPG Concept
94. CART-PPG Concept
Year: 1985
Complex Says: It's as crazy as a bat-wielding monkey warrior dual-cowl phaeton based on the Cimmaron. You just have to love it a bit.
Aera Concept
93. Aera Concept
Year: 2010
Complex Says: The Urban Luxury Concept got the most press in 2010, since it was the closest to something we might see on the road, but the Aera was the coolest of the year. We would love to see a limited run of something like this. The challenge to the design team was to make a 1,000-pound performance car that seats four. Basically the challenge was to design the perfect everyday car.
Cien Concept
92. Cien Concept
Year: 2002
Complex Says: How better to celebrate 100 years of Cadillac than with a V12 roadster? We would love to see something like this make it to production.
Sixteen
91. Sixteen
Year: 2003
Complex Says: In the '30s, Cadillac made V16s that rivaled legendary brands like Duesenberg. For 2003, Cadillac came up with this concept, a gigantic sedan powered by a 13.6-liter V16 with cylinder deactivation technology, just like the infamous V8-6-4. By the time 2003 had rolled around, computers were up to the task of turning cylinders on and off. Despite being 5,000 pounds and more than 20 feet long, the Sixteen would still manage 20mpg...or 1,000 horsepower.
World Thorium Fuel Concept
90. World Thorium Fuel Concept
Year: 2009
Complex Says: Despite being abbreviated "WTF," the World Thorium Fuel concept was a fantastic piece of automotive design. We were promised nuclear cars in the '50s, and we're still waiting. Thanks for promising it again Cadillac.
Eldorado Concept
89. Eldorado Concept
Year: 1967
Complex Says: What perfectly aggressive lines. The flare at the back of the windshield also gives the whole car an angry look, as if it is narrowing its eyes at the road in front. We love it and wish the real thing had ended up looking like this.
Debutante Concept
88. Debutante Concept
Year: 1950
Complex Says: The Debutante was an abusurd car that truly represents Cadillac's love of over-the-top design. The interior was leopard skin, and the interior fittings and trim were all 24k gold. If it had been produced, it would have cost $35,000 in 1950.
El Camino Concept
87. El Camino Concept
Year: 1954
Complex Says: Talk about juxtaposition. In the front, it's a classy, refined Cadillac. In the back, it's all party and moonshine. It's a mullet that doesn't go out of style.
Ciel Concept
86. Ciel Concept
Year: 2011
Complex Says: The Cadillac Ciel concept floored us. The four-door convertible died decades ago, and we think it was awesome. The Ciel is everything good about Cadillac's image, and we would kill to see this thing in production. Marketed properly, this thing could cost $100,000. The only reason it's not in the top 10 is the fact that it's not real.
Allante
85. Allante
Year: 1987
Complex Says: The idea of a luxury Cadillac roadster is brilliant. A luxury Cadillac roadster with a Pininfarina body sounds sexy as all hell. The Allante was so close to being perfect, but the front-wheel-drive layout meant that it just couldn't quite compete with the Mercedes SL-class and the Jaguar XJS.
DeVille
84. Deville
Year: 1985
Complex Says: The 1985, DeVille may have made the unfortunate move from rear-wheel drive to front-wheel drive. This is, however, what the market wanted. Front-wheel drive is great for the way most people drive. It's forgiving of errors, easier to handle on low-traction surfaces, and cheaper to produce. Perfect for the Consumer Reports crowd.
Type 55
83. Type 55
Year: 1917
Complex Says: The "Great War Cadillac." While mechanically and stylistically the Type 55 was not terribly different from the Type 53 before it, it does have the distinction of being shipped in the hundreds to Europe to serve as staff car and ambulance for the U.S. Army.
Series 61
82. Series 61
Year: 1946
Complex Says: The Series 61 is one of the best-looking families of cars ever made. And a great number of frantically sought-after variants were made.
Series 63
81. Series 63
Year: 1941
Complex Says: This was one of the few classic Cadillacs that was only offered with one body style: a five-seat sedan. It had a 90-degree, V8 engine that powered the 63 all the way up to 100mph, which was not on the average budget car's speedometer at the time.
Series 61
80. Series 61
Year: 1941
Complex Says: Wartime had briefly halted Cadillac production, but the storied marque came back with a vengeance and a Series 61. Cadillac knew that it had to get its market share back quickly, and it pulled out a sweet car to do it.
Series 85
79. Series 85
Year: 1938
Complex Says: The new L-Head V16's engine made this car fast. Really, really fast.
Series 70
78. Series 70
Year: 1937
Complex Says: The Monobloc V8 was less expensive than prior Caddy V8s and more powerful, making this a very desirable, if totally unaffordable car.
Series 355C
77. Series 355C
Year: 1933
Complex Says: The Series 355C introduced streamlining for aesthetic reasons to Cadillacs. It was a more sensual design than its predecessors.
Bill Boyer's Custom
76. Bill Boyer's Custom
Year: 1952
Complex Says: Bill Boyer, a GM plant manager, once told Harley Earl, the GM design chief at the time, that his dream car was "part Cadillac and part sportscar." He got this, which was a Caddy minus 10 inches, with the prototype for a metal roof that folded down underneath a metal tonneau.
Series 370B
75. Series 370B
Year: 1932
Complex Says: While the great depression seriously hurt the Series 370's sales, nobody was depressed when looking at the optional eagle's head which is one of the coolest hood ornaments of all time.
DTS
74. DTS
Year: 2005
Complex Says: Magnetic Ride Control and the much-loved Northstar V8 were standard in this large Caddy. This was also one of the last 3+3 sedans. We all have a childhood memory of one of those.
Series 452B
73. Series 452B
Year: 1932
Complex Says: The Series 452A underwent a few changes in styling when compared to the 452A. But it otherwise kept the winning formula of putting a huge engine in a huge car and putting enough cow skin to make Vishnu cry a river on the interior surfaces.
Series 90
72. Series 90
Year: 1936
Complex Says: The '36 "Sixteen" was the very definition of opulence. Sixteen cylinders, 20 feet long, an astronomical price, and the Great Depression made this a very rare, very ostentation car.
Escalade EXT Pick-Up
71. Escalade EXT Pick-Up
Year: 2007
Complex Says: If you find yourself wanting a big luxury SUV and the ability to transport things, you wouldn't want to actually put in your car, this is your only choice.
Type 59
70. Type 59
Year: 1920
Complex Says: The Type 59 was one of the first Cadillacs to benefit from a ton of attention to styling. Mechanically, little was different from its predecessor. But aesthetically, it presented a more cohesive, stylish look.
Series 452C
69. Series 452C
Year: 1933
Complex Says: It was often ordered as a limo or a four-door drop-top, and it had one of the biggest engines ever to grace a production car. What's not to like?
Series 355
68. Series 355
Year: 1931
Complex Says: This was the genesis of the much-loved 355-cid V8-powered Cadillacs. It came in two wheelbases and multiple body options by Fisher and Fleetwood.
Series 370C
67. Series 370C
Year: 1933
Complex Says: The awesome Series 370 underwent an aesthetic revolution that made it just that much cooler. This was the car that you threw eggs at during the Great Depression.
Escalade ESV SUV
66. Escalade ESV SUV
Year: 2002
Complex Says: The pimp-tastic Escalade got another seat (bringing the total to eight), an even bigger V8, and much more distinctive styling for 2002. This is when the Escalade grew into its potential.
Series 355B
65. Series 355C
Year: 1932
Complex Says: The Series 355B added a little over 20 percent to the power of its predecessor. If only power increases like that were still commonplace.
Series 353
64. Series 353
Year: 1930
Complex Says: The Series 353 was available in around 40 bodies from Fisher and Fleetwood. This car was designed to cater to every customer's every whim.
Series 80
63. Series 80
Year: 1936
Complex Says: For 1936, the Series 370 turned into the Series 80. The Series 80 was updated with a new Fleetwood body and a turret top, and represented the shorter of the two V12s available at the time. The Series 80 was just a bit more responsive to steering input as a result.
Bubble Top Limo
62. Bubble Top Limo
Year: 1959
Complex Says: Easily one of the airiest and most open-looking limos ever made. It was made for Queen Elisabeth II and Prince Phillip, but it eventually ended up hauling around JFK. The bubble at the back popped right off so the dignitaries could wave more easily to the assembled crowd. Perhaps Kennedy should have stuck with the Caddy, as the Lincoln he was shot in offered much clearer sight-lines to the passengers.
Type 57
61. Type 57
Year: 1918
Complex Says: This was the first time Cadillac's V8 had detachable cylinder heads. So not only was it a powerful and luxurious way to celebrate the end of the Great War, but it was easy to repair too.
Series 370D
60. Series 370D
Year: 1934
Complex Says: Of the Cadillac V12 roadsters of the '30s, the Series 370D was the most powerful. The V-shaped grill added a certain aggressive look to the front end as well.
Series 370
59. Series 370
Year: 1930
Complex Says: Although it has been a while since Cadillac has released a car with a big engine that wasn't a V8, it has offered everything from one cylinders to V16s. The Series 370 in 1930 was the first one to come with a V12 engine.
CTS-V Coupe
58. CTS-V Coupe
Year: 2010
Complex Says: The CTS-V was already the fastest production sedan around the Nurburgring. But some designer at GM must have decided that it just didn't have enough sex appeal. Said sex appeal was injected in a large dose for the 2010 CTS-V coupe.
Series 355D
57. Series 355D
Year: 1934
Complex Says: This was the first 355 to feature independent front suspension, giving it the ability to handle bumps and pot-holes with aplomb, as well as drastically improving handling. There's no reason to have an awesome V8 if the car can't handle to match.
Type 53
56. Type 53
Year: 1916
Complex Says: This was the first car to lay out the controls in the modern way. The three pedals were in the order we are all accustomed to these days, and the gear lever and hand brake were situated between the front seats. The 77hp V8 sure turned some heads in 1916.
Series 85
55. Series 85
Year: 1937
Complex Says: The Series 85 was the last V12 Cadillac. In the '60s, and again in the '80s, Cadillac toyed with the idea of releasing another big V12, but both products fell through. We would love to see another one, though. A Corvette-based V12 XLR successor would be an awesome thing indeed.
Series 370A
54. Series 370A
Year: 1931
Complex Says: This was one of the earliest Cadillac roadsters, and it was powered by a V-12 to boot. The Series 370A served as the pace car at the Indy 500.
Escalade EXT Pick-Up
53. Escalade EXT Pick-Up
Year: 2002
Complex Says: There were a lot of naysayers when Cadillac unveiled the Escalade pickup in 2002. SUVs converted to have pickup beds usually lose a lot in translation from truck to luxo-soft-roader and back to truck...kinda. The Escalade EXT certainly hit a chord with buyers, though.
Series 62
52. Series 62
Year: 1954
Complex Says: Cadillac's best-selling Series 62 got low and sleek with the 1954 redesign. The jet-inspired dual exhaust certainly helped to ram home the newer, faster image.
Series 452A
51. Series 452A
Year: 1931
Complex Says: The Series 452A featured a massive V16 engine (7.4L) and every luxury Cadillac could think of. Very few of them sold, and Cadillac estimated that it lost money on every Series 452 ever produced. But the cars were brilliant, and the 452A is a rare and desired car still.
Seville Elegante
50. Seville Elegante
Year: 1980
Complex Says: The Seville Elegante was a set of aesthetic upgrades inspired by the designs of the '30s and '40s. The two-tone paint and perforated leather interiors made these Cadillacs not just luxurious and powerful, but unique.
LaSalle Convertible
49. LaSalle Convertible
Year: 1927
Complex Says: The LaSalle Convertible was the first American car to be designed by a professional stylist rather than an engineer. There's more to a car than drag coefficients, and we're happy that we have designers in addition to engineers today.
Type 61
48. Type 61
Year: 1922
Complex Says: Cadillac lowered the center of gravity of the Type 61 without lowering the ride height. This made for a dramatic increase in the handling ability, without reducing the practicality of the car at all.
Eldorado
47. Eldorado
Year: 1979
Complex Says: For 1979, the Cadillac Eldorado went on a diet. We love when cars start losing weight, since it always improves handling, acceleration, and fuel economy all at the same time. This Eldorado was just as stylish as its predecessors, but smaller and more tossable than ever before.
Model Thirty
46. Model Thirty
Year: 1908
Complex Says: This car kept Cadillac going from 1908 through 1914 all by itself. It was simple, but well-engineered and well-built.
Series 62
45. Series 62
Year: 1946
Complex Says: The Series 62 is one of the most iconic Cadillacs of all time. Besides introducing a plethora of new, trend-setting design elements, it also managed to spawn a number amazing variants that you will be seeing later on. The '46 Series 62 also bears the distinction of being the first post-war Caddy. Keep reading.
Series 60
44. Series 60
Year: 1936
Complex Says: The '36 Series 60 was the cheapest Cadillac and the one with the most innovative engine offerings. When it was first offered, it featured a much-cheaper 5.3L unit that made only 10hp less than the more expensive Caddys. Because of this and the gorgeous Fisher bodies, the Series 60 quickly became Cadillac's number one seller.
Series 452D
43. Series 452D
Year: 1934
Complex Says: The '34 Series 452D featured a Fleetwood body with a Fisher style turret top, and a length that's rivaled only by trains and jetliners. The 452D is one of the longest, if not the longest, American production cars ever made. Despite the 6,600-pound weight, the thing could still get going because of the humongous 7.4L V16.
Type V-63
42. Type V-63
Year: 1924
Complex Says: The Type V-63 greatly improved upon the L-head V8 with a cross-plane crankshaft. Cadillac's engineers put a ton of hours into the design and mathematics of this new crankshaft. Little did they know, however, that Peerless was finishing its own cross-plane crankshaft at the same time. The two corporations agreed to share the technology. Cadillac also threw front brakes on the Type V-63 for the first time...you know, the ones that do most of the work.
Series 341
41. Series 341
Year: 1928
Complex Says: The 341-cid engine in the aptly named Series 341 is nothing short of legendary. It was powerful, sporty, smooth, and refined. This was a much-desired engine during the '20s and '30s, and it is still sought after by collectors worldwide.
Series 10
40. Series 10
Year: 1935
Complex Says: As we just mentioned, the 341-cid L-head V8 is one of the greatest V8s of the '30s. In addition, the iconic all-steel turret top was introduced in '35.
Sixty Special
39. Sixty Special
Year: 1946
Complex Says: Despite being a drop-dead sexy Sixty Special, the '46 Sixty Special also bears the distinction of being the first Cadillac to bear a chrome "V" beneath the badge.
Model A
38. Model A
Year: 1902
Complex Says: In 1902, Cadillac made its first horseless carriage, called the Model A. It sat two unless one paid $100 for a bolt-on rear tonneau seat, and it was powered by a one-cylinder engine, producing as much as nine horsepower. That's the power of nine horses, which must have sounded very impressive in 1902.
STS
37. STS
Year: 2005
Complex Says: The 2005 STS managed a few firsts for Cadillac. It was the first to be offered with all-wheel drive, and it featured Magnetic Ride Control, the "fastest reacting suspension ever." This was before the technology made it into more expensive, sport-oriented vehicles like Corvettes and Ferraris.
CTS Coupe
36. CTS Coupe
Year: 2010
Complex Says: In the past, Cadillac's coupes have, for the most part, been personal luxury cars, big cruisers designed for long stretches of open road. With the American highway system showing its age and wrinkling as fast as Mick Jagger, Caddy went for a more race-inspired look for the CTS Coupe. The styling is so sharp and crisp that a number of journalists have claimed to have cut themselves on it. Brett Berk, in particular, claims that it could be used for manscaping.
Seville Touring Sedan
35. Seville Touring Sedan
Year: 1988
Complex Says: Abbreviated STS, the '88 Seville Touring Sedan wasn't just a Seville pimped out with GM's FE2 touring suspension and a variety of other handling upgrades. It was the genesis of today's naming convention.
Series 75
34. Series 75
Year: 1946
Complex Says: The 1946 Series 75 was one of the coolest mobster cars of all time. Cadillac really should have offered Thompson cases that matched the upholstery as an accessory for this one.
Model H
33. Model H
Year: 1906
Complex Says: The Model H is distinguished as being the first closed-body Cadillac. Owning a Cadillac is awesome, but a constant fear of rain would make it not nearly as awesome. This was easily one of the biggest steps toward creating the great all-round cars that Caddys are today.
Escalade ESV SUV
32. Escalade ESV SUV
Year: 2007
Complex Says: The modern Escalade isn't just a monument-sized monument to excess, but it's a seriously refined SUV as well. The 2007 Escalade took all that was pimpin' about the first Escalade and tweaked it to perfection. If you want a giant, gas-guzzling, monster of a luxury SUV, it's hard to do better than this.
CTS
31. CTS
Year: 2008
Complex Says: The second-generation CTS is a world-class car. Cadillac knew this, too, and used it to relaunch in markets from which the company have been absent, such as Australia and New Zealand. This is a truly modern Caddy, designed for the tastes of the modern luxury car buyer. It has sold well, pleased those who have driven it, and garnered numerous awards.
CTS-V
30. CTS-V
Year: 2004
Complex Says: The original CTS-V was 400 horses of awesome. It paved the way for the world-beating second-generation CTS-V and the newer, fresher image Cadillac has today. It gets no better than that.
Fleetwood Brougham
29. Fleetwood Brougham
Year: 1996
Complex Says: While the '93-'96 Fleetwood Brougham was a sweet, powerful, luxurious, RWD sedan, the '96 marked the end of the sweet, powerful, luxurious, RWD sedan. After 1996, Cadillac stopped offering rear-wheel drive, at least until the CTS came along. It hasn't been the same since, though.
Model D
28. Model D
Year: 1905
Complex Says: The first Caddys all had one-cylinder engines. While the engineers who worked for Cadillac were brilliant, that doesn't change the fact that one-cylinder engines suck. The Model D was the first Cadillac to feature a real engine, a four pot. The Model D was also the first luxury vehicle from Cadillac, seeing as it was priced at $2,800 in 1905.
Series 62 Convertible Sedan
27. Series 62 Convertible Sedan
Year: 1941
Complex Says: The convertible sedan is a bodystyle we here at Complex really miss. There is no car more luxurious than a large, chauffeured sedan with the top down. Sitting in the back of one of these is a surefire way to look powerful and important.
Series 62 Eldorado Seville Coupe
26. Series 62 Eldorado Seville Coupe
Year: 1956
Complex Says: The Series 62 Eldorado came with a staggering variety of standard equipment and a number of aesthetic tweaks. In 1956, the design was refined and perfected. The '56 Series 62 was visual perfection for the age, and the Eldorado was the top of the line.
Fleetwood Brougham V8 Coupe
25. Fleetwood Brougham V8 Coupe
Year: 1980
Complex Says: This was the first year for the sextastic coupe bodystyle for the Fleetwood Brougham. Between the new, svelte look and the massive V8, the Fleetwood Brougham made an excellent halo car for GM's halo brand.
CTS-V
24. CTS-V
Year: 2009
Complex Says: The CTS-V is the fastest production sedan around the Nurburgring. It beat the BMW M5, Mercedes E63 AMG, Audi RS6, and Porsche Panamera handily. Sweet.
Calais Series
23. Calais Series
Year: 1967
Complex Says: The Calais was the entry-level Cadillac in 1967. "Entry level" used to mean the same mechanical goodness of the DeVille but without some of the amenities, like power windows and seats. These extras were available a la carte though, which meant that Caddy buyers in '67 had the option of prioritizing what luxuries they were willing to pay for.
Type 51
22. Type 51
Year: 1915
Complex Says: For many decades, Cadillac has been known for big V8 engines. The 1915 Type 51 represents the dawn of the Cadillac V8, and it was a major point of distinction for the brand. This was also the first left-hand-drive Cadillac, although right-hand drive remained available for people who thought we had lost the War of 1812 and were back under British rule.
Sixty Special
21. Sixty Special
Year: 1941
Complex Says: The Sixty Special was introduced in 1938 and refined every year until it reached its zenith in 1941. It had forward-thinking, trend-setting features like an integrated trunk, deletion of the side running boards, and a very stiff chassis. By 1941, it had acquired a new, beautiful front end, full skirts on the rear fenders, and the "Sunshine Turret," the predecessor to the sunroof. The field of automotive design has never been the same.
Series 90, V16
20. Series 90, V16
Year: 1938
Complex Says: In 1938, Cadillac released a new V16 as a successor to the legendary Series 452 V16. The upgraded V16 engine was significantly smoother than the outgoing engine and produced a healthy 185 horsepower. The combination of that high-powered (for 1938) engine and the incredible smoothness made the Series 90 V16 the fastest accellerating car in the world at the time.
Series 67, Park Avenue
19. Series 67, Park Avenue
Year: 1961
Complex Says: As much as Cadillac is known for big, luxurious personal cars, Caddy is known for stunning limos. The Series 67 Park Avenue is an imposing, sexy as all hell example of what a limo should be.
Series 62, Coupe DeVille
18. Series 62, Coupe DeVille
Year: 1949
Complex Says: In 1948, the Series 62 entered its third generation, but in 1949 it gained the new OHV V8 and the Coupe DeVille bodystyle. This was one of the very first pillarless coupes ever made. There's still little in this world sexier than a '40s Caddy coupe with a big (5.4L) V8.
XLR
17. XLR
Year: 2003
Complex Says: The short-lived XLR was a wonderful piece of wedge-shaped machinery. It was a sexy, luxurious, retractable hard-top version of the Corvette. It was the perfect car for the guy who wanted a more refined, comfortable Corvette that looked liked he could also use it to shave.
CTS
16. CTS
Year: 2002
Complex Says: Today, Cadillac has some of the most distinctive styling of any brand. That all started with the "Art and Science" design language on the original CTS. The new design language made the cars look thoroughly modern, while incorporating nods to design elements of Cadillacs past. The almost origami-like creases gave the car a certain (forgive the pun) edginess. And they helped make the CTS promptly shake off any lingering geriatric image that GM's luxury brand may have been plagued with. To top it all off, the CTS marked the return to a rear-wheel drive format, meaning that Cadillacs could be serious performance cars indeed.
Escalade
15. Escalade
Year: 1999
Complex Says: Yes, this may be Cadillac's first SUV and a departure from a long and storied history of great sedans, coupes, and convertibles. But it cannot be denied that the Escalade made an enormous impact on not only the luxury car market, but the covers of rap albums. The thing is a legend.
Seville
14. Seville
Year: 1976
Complex Says: The Seville was a full 1,000 pounds lighter than the full-size Caddy of the time, which made it a much more nimble choice. In '76, a group of coach builders made the car available in almost any body style, from roadster to ute.
The Beast
13. The Beast
Year: 2009
Complex Says: So it's not a production Cadillac. Sue us. What it is, however, is a car with a speculative features list that includes awesome things like 5-inch-thick armor, tear gas emitters, multi-spectrum infrared smoke grenades, a self-contained oxygen supply, a self-contained backup presidential blood supply. This is all just rumor-mongering, though, since "one of the specifications is that we don't talk about the specifications."
DeVille Convertible
12. DeVille Convertible
Year: 1970
Complex Says: The 1970, De Ville was the Caddy of choice for badasses. It's a car perfect for everything from a cruise up California's Highway 1 to chasing those Duke boys.
Series 70, Eldorado Brougham
11. Series 70, Eldorado Brougham
Year: 1957
Complex Says: In 1957, people cross-shopped Cadillac with Rolls-Royce. The Eldorado Brougham cost more than $13,000, making it more expensive than the Rolls Silver Cloud of the same year. The Eldorado did, however, come with every feature imaginable, including, for the first time in history, power seats with a memory feature.
Fleetwood Series, Eldorado Convertible
10. Fleetwood Series, Eldorado Convertible
Year: 1976
Complex Says: This was the last great American land-yacht. It featured an enormous 8.2 liter V8 and styling that let you know that it was more than 18 feet long. It was big, and it was bold...and now it and its ilk are gone. Rest in peace. We'll miss you until GM gives the Ciel the green light.
Model Thirty
9. Model Thirty
Year: 1912
Complex Says: Every winter, you should think of the Model Thirty and be thankful that you're not standing outside in the snow cranking your engine to life. The Model Thirty ushered in the era of the electric starter and "[opened] up the driving experience to women." This may sound horribly sexist today. But if you think about the culture in 1912, no lady would be caught dead cranking a motor. This was the second Caddy to win the Dewar Trophy for technological contributions to motoring.
Series 62, Eldorado Convertible
8. Series 62
Year: 1953
Complex Says: These were some of the most elegant designs of the '50s. While the fins that would come later were certainly the most striking, the Series 62 was opulent without being flashy.
Fleetwood Series, V8 Eldorado
7. Fleetwood Series, V8 Eldorado
Year: 1967
Complex Says: The lines and proportions of this car still look perfect today. It balances so many different personality traits as well. It's muscular and sporty, while remaining refined and classy. It's like an NBA superstar in a perfectly tailored Dolce & Gabbana suit. This car still looks great today.
Sereis 452, V16
6. Series 452, V16
Year: 1930
Complex Says: Despite being a ludicrously expensive Cadillac with a 16-cylinder engine that was unveiled just a few short months after the most infamous of stock market crashes, more than 2,000 copies of this model were sold. This car was a beast that could go head-to-head with the Duesenberg SJ, which is like saying that it could step into an MMA cage with a kodiak bear that's been studying Muay Thai for 15 years.
Series 61 "Sedanette"
5. Series 61 "Sedanette"
Year: 1948
Complex Says: The swooping fastback of the '48 Sedanette makes it one of the most dramatic cars of the '40s. It has such incredible presence, and it truly embodies the intimidating nature of Caddys of bygone eras. Just look at the sleek upward curve of the tailfins that would soon grow to be such a dominating design element in the '50s.
Model M
4. Model M
Year: 1908
Complex Says: To the uninitiated, the 1908 Model S looks pretty much the same as any other turn-of-the-century automobile. What makes it so special is that this was the car that introduced interchangeable parts to the motoring world. Prior to this vehicle, each part was fitted to the specific car, and there was no way to go down to NAPA Auto Parts and pick up a new whatever. The Model S was the first car that was easy to repair, and it picked up a Dewar Trophy for its innovation.
CTS-V Wagon
3. CTS-V Wagon
Year: 2011
Complex Says: We all know that the CTS-V is one of the best--if not the best--sports car in its segment. The BMW M3, Mercedes E63 AMG, Audi A6, and Jaguar XFR are all afraid of this thing, and for good reason. We picked the wagon as the best of the bunch for one simple reason. It's more capable in more circumstances than any car ever made. It can go happily from the race track to the grocery store to Ikea to the hardware store to the ballet without ever being ill-fitting. Any car than can run a sub-eight-minute 'ring time and transport a couch is cool in our book.
Series 60 V8 Sunshine Turret Top
2. Series 60 V8 Sunshine Turret Top
Year: 1938
Complex Says: If you were a gangster in the '30s who was working on getting his new racket after Prohibition was repealed, this was what you wanted to drive. If you were a forward-thinking gangster who had already figured out a new racket, you were already cruising in your Caddy. Because of the smooth lines, framed windows, and integrated fender, this was a turning point in the world of design. It's still beautiful today.
Eldorado Biarritz
1. Eldorado Biarritz
Year: 1959
Complex Says: The Eldorado Biarritz was epic and over the top in every way. Not only was it a Cadillac, which is over the top in name alone, but it had huge tail fins, massive amounts of chrome, and covered rear wheels in order to streamline the look. The advertisements said that it was, "the new standard of the world in splendor," and we're inclined to say they were right. This thing had more presence than any other American car that had ever been built, and it has yet to be surpassed.