1985 Oldsmobile Custom Cruiser – Preserving Old Things

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

Sometimes we’re thrown a bone when we really need it.  I had found today’s subject car parked at the curb in front of a local, family-owned convenience store while walking to do my weekly grocery shopping on my lunch break.  I have no idea how long it had been parked there before I had passed it around noon, but by the time I was walking back home a half hour later, it was gone.  It was much more convenient to have been able to photograph it with my phone before my grocery bags were full.  Seeing this old, vinyl wood-sided Oldsmobile was truly a joy and a welcomed reminder of semi-familiar sights from my ’80s childhood.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

The reason that seeing it had been so timely is that just the day before, I was given basically just seven days to go through the entire contents of my condo, sort, and pare down my possessions in preparation for a mandatory pest control treatment.  This was after I had sent three previous e-mails and left two voicemail messages a few weeks prior (with no initial responses) in which I had let our former condo management company representative know that I might have a situation.  This particular kind of pest is one that only surfaces at night, and getting rid of them generally involves removing everything from floors, walls, closets, and every other place in one’s bedroom before treatment with chemicals and/or heat.  What this had meant for me was that boxes of things that had been stacked in one large, floor-to-ceiling closet had to be sorted through on a crash basis.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

My thought process was that it made more sense to go through everything to see what I wanted to keep versus trying to retain absolutely everything and also risking cross-contamination of other rooms in my unit by simply moving things around.  I had spent the entire previous Thursday night before this car spotting by starting the process of going through everything, which continued on Friday night.  The following Saturday and Sunday, I had spent two, consecutive ten-hour days of almost non-stop sorting, discarding, and donating (of safe items), filling up probably the equivalent of two apartment building-sized dumpsters with properly sealed, industrial-strength black trash bags.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

This process had included four or five trips to a local resale shop to donate the absolute best of the best, including things like glassware (shot glasses, pint glasses, a couple of complete martini sets, etc.) and an entire set of vintage, avocado-green Anchor-Hocking Soreno dishes, cups, bowls, etc. that I had both inherited and collected over the years.  I surprised even myself by how much barware I had stored in my kitchen.  Accumulation of little souvenirs of previous good times had gradually and imperceptibly become a huge albatross around my neck.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

Clearly, I had too many things in my possession which is incontestable, as much as it pains me to admit it.  It was still an incredibly hard thing to basically go through things representing the past five decades of my entire life and decide what made the cut and what got heavily bagged, sealed, and disposed of.  Of those nicely kept or vintage items that didn’t get donated, many very usable things went into the trash.  It would have been nice to put things up for sale, but I was up against a deadline, potential fines, and other such action.  I had risked falling outside of the good graces of my condo association by being unprepared for pest control and out of compliance.  I also had to work by day.  As it had turned out, my sentimentality and my capacious bedroom closet space had co-conspired against me in what had ended up as both an emotionally draining and physically grueling weekend.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

What does any of this have to do with our featured car?  In my mind, a few things.  In a literal sense, one could point to the 87.2 cubic feet of cargo space in the way-back of this machine as evidence that like my closets, this old Olds also could hold a lot of stuff.  With that little fact aside, this Custom Cruiser is something that’s irreplaceable simply for the improbability of a car like it ever being manufactured again.  Even if something happens twenty years from now where giant, rear-drive, V8-powered, car-based, full-sized station wagons make some kind of unlikely return, there’s no more Oldsmobile.  Like many of the items I had carefully curated and preserved, this Olds was in decent shape, even if not in perfect condition.  Someone had clearly given it a lot of love over the course of its forty-plus years on the road.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

At a time when I had to trash-bag items once cherished including a Mickey Mouse doll I had been gifted when I was five, and also donate almost my entire cassette collection (how it pained me so to throw out my collection of cassette singles) to the resale shop, this wood-sided B-body biggie provided me with some sense of continuity with my own younger life that had suddenly seemed so very far away.  At this writing, my unit still awaits pest control treatment in a couple of days and my go-to resource of the Encyclopedia Of American Cars from the editors of Consumer Guide is temporarily in a box in my living room, so I don’t have quite as much information about the actual car at my fingertips outside of what I can find online.

1985 Oldsmobile Custom Cruiser brochure pages as sourced from www.oldcarbrochures.org.

This example was one of just under 22,900 Custom Cruisers made for ’85.  It’s powered by an Olds “Rocket” 307 (5.0 liter) V8 with about 140 horsepower, mated to a four-speed automatic transmission with overdrive.  One could also order a 5.7L diesel in one of these machines, but given the lack of soot on the rear of the car, I’m assuming this car has the Olds 307.  Eighty-five was the ninth year of production for this generation, which had been mildly restyled for 1980 and with minor tweaks and changes to it before being more thoroughly redesigned for ’91.  I feel that the factory Light Blue Metallic suits this car well, like the color of a nice button-down shirt, and is complemented by the wood-effect vinyl.  It would be hard to explain to someone born since, say, the year 2000 how the fake wood had once connoted such luxury.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

One question that kept rolling through my mind as I had voluntarily discarded useful items was: at what point does a material thing become a liability and not an asset?  Stated another way, when looking at this big Oldsmobile, someone had decided that even though it wasn’t the most fuel- or space-efficient thing on wheels, it still deserved to be maintained, used, and driven.  What will happen to it when the current owner or driver is no longer its custodian?  Unless its new owner is also a fan of the traditional U.S. wagon, chances are it will eventually be used up and discarded, effectively wiping out years of care that had been lavished upon it up to that point.  Like so many of my former possessions.

1985 Oldsmobile Custom Cruiser. Edgewater, Chicago, Illinois. Friday, February 6, 2026.

I still consider it a mixed blessing that I had to go through what could be considered a decluttering boot camp, even if it still hurts right now.  Once the dust settles and I can put my home back together (with confirmation that I no longer have a pest problem), I’m sure I’ll be thankful I was basically forced to do this sooner than later, and especially before summer.  I also learned that I have entirely too many diecast car models, so thankfully, that spell has effectively been broken.  All the same, it’s my hope that this beautiful Oldsmobile continues to proverbially live a life that appears to have been cherished and appreciated.  I’m also very thankful that things, unlike people, do not actually have feelings.  Knowing this somehow makes my recent experience ache just a little less.

Edgewater, Chicago, Illinois.
Friday, February 6, 2026.

The 1985 Oldsmobile Custom Cruiser brochure pages were sourced from www.oldcarbrochures.org.