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Car of the Week: 1966 Olds 4-4-2

For some reason — temporary insanity being the most plausible excuse — Paul Tyler sold his beloved 1966 Oldsmobile 4-4-2 back in 1976.
Car of the Week 2020
1966 Olds


It might not have been the dumbest thing he’s ever done, but Paul Tyler figures it was on the short list.

For some reason — temporary insanity being the most plausible excuse — the Tampa, Fla., resident sold his beloved 1966 Oldsmobile 4-4-2. He had dreamed about owning such a car from the moment he saw a picture of one for the first time, enjoyed every minute of the 10 years he had the car, and to this day isn’t sure what possessed him to sell it to an acquaintance back in 1976.

“I don’t know why I did it. I kicked myself 1,000 times,” says Tyler, in his friendly southern drawl. “I guess I thought I needed to get it out of the garage.”

But after 10 years of regret and penance, the Car Hobby Gods apparently thought Tyler had suffered enough, and fate gave him a second chance – not just a second chance at a nice 1966 4-4-2, but a chance to buy back the same car he had once owned.

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“I had not seen the fella (who bought it) in some time, and a mutual friend said to me, ‘I know you wished you hadn’t sold that car … Well, that fella is out of work and I saw him and he said he needed money. I bet you could buy it back.”

Sure enough, the car’s owner was willing to sell it back, but he too, was destined to have seller’s regret. “He said, ‘I’ll sell it to you with one stipulation: That if you ever decide to sell it again, you have to give me an option to buy it back from you!’ I told him not to worry, the car was going into my will and will be a part of my estate, and that’s the way it’s going to go. I sold it one time, and that’s all. I won’t do it again.”

“I drove out of the dealership for $2,929, sold it for $800 10 years later, then 10 years later bought it back from him, when it was 20 years old, for $4,000,” he adds with a laugh. “He had repainted it the original color while he had it, and I figured it wasn’t a bad deal because I couldn’t have had it painted and insured for $3,200. It worked out pretty good.”

Tyler’s love affair with his bronze ’66 is sort of one of those quintessential matches made in car heaven. He was smitten with the new 1966 4-4-2s immediately, ordered his car before the new models were even available, and never regretted his purchase for a minute — even 43 years later. He took delivery from Brandenburg Chevrolet in Beattyville, Kent., where he lived, in late November of 1965. The car started life as a Cutlass Holiday coupe, but the 4-4-2 package added a host of goodies that turned the car into one of the best all-around muscle cars of the era.

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When it was restyled for 1966, the Oldsmobile Cutlass F-85 took on a more massive, creased-edge look. The 4-4-2 high-performance option package included seat belts, an instrument panel with a padded dashboard, a windshield washer system, two-speed windshield wipers, a left-hand manual outside rear view mirror, foam padded seat cushions, carpeting on the floor front and rear, chrome roof bow moldings, a deluxe steering wheel, front bucket or custom seats, deluxe armrests, a courtesy lamp package, 7.35 x 14 tires and seat upholstery in either all vinyl or cloth.

Under the hood of the 4-4-2 model, the 400-cid V-8 had been tweaked by another five horsepower (to 350 hp) thanks to a slight increase in compression ratio. Late in the model year, the 4-4-2 received another adrenalin injection (to 360 hp) with the one-year-only triple two-barrel carburetor setup. From the standpoints of both performance and rarity, the 1966 Olds Cutlass 4-4-2 equipped with the 360-hp factory Tri-Power installation is the most desirable example of these production years to a real muscle-car enthusiast.

Car Life magazine took one of the Tri-Power screamers from 0-to-60 mph in a mere 6.3 seconds and called it the “civilized supercar.” Quarter-mile runs were made in as little as 14.8 seconds with a terminal speed of 97 miles per hour. Car and Driver magazine test drove a 1965 Olds 4-4-2 convertible with a four-speed manual gearbox and a 3.55:1 axle in May 1965. Its 0-to-60 time was recorded as 5.5 seconds and the quarter-mile run took 15.0 seconds at 98 mph.

Tyler never tried to set any speed records in his car, using instead it as daily transportation for a decade.

“I kept the car for 10 years and sold, and 10 years later I bought it back,” Tyler said. “During that time he only put about 10,000 miles on it — something like that. When I got it back it was exactly like it was when I sold it to him, except that he had changed the (wire) wheels on it and put on some different (mag) wheels that were a factory option. When I bought it back from him, he said, ‘Your original wheels and hubcaps are in the trunk,’ so everything is pretty much original on it. The only other thing that’s been changed is the carburetor. The original carburetors had a diaphragm in them, and I had some problems with that, so I replaced the carburetor.

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The engine has been rebuilt once. The car has about 117,000 miles on it, and about 11,000 since it was rebuilt.”

Tyler’s other nod to non-originality was a more mileage friendly rear end. “It came with the 390 differential, and I ran it that way for three or four years,” he recalled. “And that 390 was just eating me up with gas.”

These days, Tyler doesn’t drive his 4-4-2 as much as he used to, but he still enjoys the style, power and ride that made him choose the Olds over more popular muscle cars back in ’65. “I had friends that and Chevelle 396s, Super Sports, and had a very close friend that had a ’66 GTO, and I always felt that interior-wise, the 4-4-2 was much nicer. It just had a nicer, you might say more luxurious, look. The ride I thought was better, and I firmly believed the handling of the 4-4-2 was the best of any of them.”

“As far as I can remember, they were the only cars that had the sway bar in the rear directly from the factory …I lived up the Appalachian country in Kentucky, and drove on roads that went up and down and round and round. That handling was a big selling point to me at the time. All the automotive magazines were talking about the handling because of the sway bar in the rear.”

It’s clear from the way Tyler talks about the car that he hasn’t lost any affection for it, even though it’s no longer a daily driver and is no longer required to make tracks up and down the Kentucky high country.

“There is just something about it,” he said. “It’s become a part of the family. I’ve just always liked the design of the car and have always thought it was one of the nicest-looking cars that I had ever seen, and still have ever seen.

“Nowadays some people that look at it think. well, it doesn’t have an automatic, or doesn’t have power steering or power brakes, and of course doesn’t have air conditioning, so it has some drawbacks for Florida. But I’ve had several people try to buy it and lots of people ask for it, but I always tell them no, it’s not going to be for sale.

“I feel very lucky. I know I’m extremely lucky to have gotten it back.”

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1966 OLDS 4-4-2 SPEC'S

BASE V-8: Overhead valves. Cast-iron block. Bore and stroke: 4.00 x 3.975 inches. Displacement: 400.0 cid. Compression ratio: 10.50:1. Brake hp: 350 at 4400 rpm. Taxable hp: 51.20. Torque: 440 at 3600. Hydraulic valve lifters. Five main bearings. Carburetor: Rochester 4MV four-barrel. Engine code: V.
OPTIONAL V-8:  Overhead valves. Cast-iron block. Bore and stroke: 4.00 x 3.975 inches. Displacement: 400.0 cid. Compression ratio: 10.50:1. Brake hp: 360 at 5000 rpm. Taxable hp: 51.20. Torque: 440 at 3600. Hydraulic valve lifters. Five main bearings. Carburetion: Three Rochester two-barrel. Engine code: V. (NOTE: This rare engine was installed in the foillowing cars with the 4-4-2 package:157 standard F-85s, 178 Deluxe F-85 s, 383 Cutlass coupes, 1,171 Cutlass hardtops and 240 Cutlass c onvertibles.)

Power brakes ($41). Power steering ($94). Air conditioning ($343). Tinted windows ($30). Power seat ($69). Head rests ($52). Power trunk ($12). Floor mats ($7). Vinyl roof ($74). Sports console ($68). Cruise control ($41). Tilt steering column ($41). Wire wheel discs ($61). Tachometer ($52). Electric clock ($15). Radio ($64). Power antenna ($29). Rear radio speaker ($15). AM/FM radio ($147). Power door locks ($68). Rear defroster ($21). 4-4-2 package fror F-85 and Cutlass two-door models ($152). Automatic transmission ($230). Four-speed manual transmission with Hurst shifter ($184). Close-ratio four-speed manual transmission with floor shift ($184). Positive traction rear axle ($46). Heavy-duty clutch ($5).

Series Body/Style Body Type Factory Shipping Production
Number Number & Seating Price Weight Total

F-85 + 4-4-2 — SERIES 3400 — V-8
34 07 2d Coupe-6P $2,570 3,153 lbs. 647
F-85 DELUXE + 4-4-2 — SERIES 3600 — V-8
36 17 2d Coupe-6P $2,735 3,196 lbs. 1,217
CUTLASS + 4-4-2 — SERIES 3800 — V-8
38 07 2d Coupe-6P $2,785 3,219 lbs. 3,787
38 17 2d HT-6P $2,922 3,243 lbs. 13,493
38 67 2d Conv-6P $3,117 3,349 lbs. 2,853
NOTE 1: Prices include basic cost of 4-4-2 package.
NOTE 2: Base F-85 production included 103 with three-speed, 456 with four-speed and 88 with automatic transmission.
NOTE 3: Deluxe F-85 production included 88 with three-speed, 798 with four-speed and 331 with automatic transmission.
NOTE 4: Cutlass coupe production includes 221 with three-speed, 2,422 with four-speed and 1,144 with automatic transmission.
NOTE 5: Cutlass hardtop production includes 297 with three-speed, 8,025 with four-speed and 5,171 with automatic transmission.
NOTE 6: Cutlass convertible production includes 62 with three-speed, 1,448 with four-speed and 1,343 with automatic transmission.

1966 Oldmobile 4-4-2
Two-door sedan

No. 1 Condition: $27,000
No. 2: $18,900
No. 3: $12,150
No. 4: $5,400

Two-door hardtop
No. 1 Condition: $31,000
No. 2: $21,700
No. 3: $13,950
No. 4: $6,200

Two-door convertible
No. 1 Condition: $39,000
No. 2: $27,300
No. 3: $17,550
No. 4: $7,800

Where to Bid


Worldwide Auctioneers to offer up the Ron Thorne Collection in Scottsdale January 26th

Worldwide Auctioneers will offer up 35 outstanding cars from 𝗧𝗵𝗲 𝗥𝗼𝗻 𝗧𝗵𝗼𝗿𝗻𝗲 𝗖𝗼𝗹𝗹𝗲𝗰𝘁𝗶𝗼𝗻 at their upcoming Scottsdale Auction on January 26th.