San Francisco Street Sighting - 1958 Oldsmobile Super 88 Holiday Coupe

I don't make it to San Francisco much anymore. I've been out of college for several years, working full time, and now with the coronavirus pandemic going on I've barely gone anywhere for the past few months. These pictures are two years old but they continue a long-held tradition. When I go to the city I always try to see if our friend Fifties Guy has anything new. This visit was after I participated in my first Radwood car show in South San Francisco, where I shined up and displayed my 1999 Buick Regal GS. I'd already paid the bridge toll to be on the peninsula, so I headed up north for a little while. Sure enough, I was greeted by this all-original 1958 Oldsmobile finished in what I believe to be Champagne Mist Poly.

Livermore Street Sighting - 1955 Oldsmobile 88 Holiday

One of the defining characteristics of 1950s car styling is ostentation. Two- and three-tone paint jobs, tail fins, whitewall tires and lots of chrome trim everywhere are what most people associate with the era. But occasionally one comes across a car that does an awful lot with very little. I have come to really like the simpler designs of cheaper models that make do with less ornamentation. Some mildly customized cars like this 1955 Oldsmobile 88 can also pull it off.

San Francisco Street Sighting - 1967 Oldsmobile Ninety-Eight Holiday Sedan

Oldsmobile Ninety-Eight. Not quite a Cadillac, almost a Buick. It's a puzzling place to be in the car market and in the old General Motors brand hierarchy. The Ninety-Eight was the fanciest Olds you could buy, but it was still an Oldsmobile. Even I can't figure out whether Olds or Buick was considered more prestigious in the world of middle-class luxury. You could get an Olds or Buick with the fancy vinyl roof, ornately patterned luxury interior trims, whitewall tires, script badges and convenience options similar to a Cadillac. But it would never quite be a Cadillac.

San Francisco Street Sighting - 1963 Oldsmobile Starfire Holiday Coupe

Corporate internal competition is a funny thing. When GM wanted a piece of the burgeoning personal luxury sport coupe market in the early 1960s, they brought out the Oldsmobile Starfire to compete with the likes of the Ford Thunderbird and other sporty, two-door luxury cars. But there was a problem. See, GM's once-orderly brand hierarchy had dissolved in the interest of being all things to all people. Now they had half a dozen divisions all competing, in many cases, for the same market segment. When this Olds Starfire rolled off the assembly line in 1963, it was competing with the new '63 Pontiac Grand Prix, Buick Wildcat and sexy new Riviera. Even the higher-spec Chevy Impalas (particularly the SS) and similar Olds Dynamic 88s probably stole sales from the Starfire.

Alameda Street Sighting - 1973 Oldsmobile Delta 88 Royale Holiday sedan

Rounding out this week's trio of beat-up 1970s Oldsmobiles is a 1973 Eighty-Eight Royale Holiday four-door hardtop. If you're familiar with the work of director Sam Raimi, you may know that he owns a yellow 1973 Oldsmobile Eighty-Eight sedan. The car featured rather prominently in the Spider-Man film as Uncle Ben's personal vehicle. This is not that car!
I have to ask: why aren't big family cars offered in cheerful colors like this anymore? If anything, it would give more people reason to refer to their car as the Banana Boat. There aren't many ordinary cars that wear the color yellow very well, but I actually like it on this one. Most family cars these days are beige or some greyscale tone between white and black. It's boring. Then again, the last custom-painted yellow late-model Honda Accord I saw looked stupid.

Pleasanton Street Sighting - 1970 Oldsmobile Ninety-Eight LS Holiday sedan

I don't know what it is about vintage full-size near-luxury sedans. The more ornate their ornamentation, the more optimistic the name, the more trashed they tend to be. This one is a 1970 Ninety Eight LS (Luxury Sedan) Holiday four-door hardtop, the top model in Oldsmobile's lineup. The 98 came with a 455 Rocket V8 and was available with a host of convenience options befitting a luxury cruiser, including standard power seats, power windows, power steering and power front disc brakes, available tilt and telescoping steering wheel, 8-track tape player, and of course a luxury vinyl roof. Rear fender skirts were standard.