From my first car -- a 1967 Volvo 122S -- to my current stable -- which includes an identical twin of that 122S -- I have owned per my latest count 64 automobiles.
Some have only been in my care for a month or two. Many have stuck around for years. The longest for any single vehicle is my 1979 VW Bus, which I bought in early 2008 -- so 12+ years. Among types of car, the longest I have owned types is Volvo 122S, 13 years and counting; and Alfa Romeo Series 3 & 4 Spider, almost continuously and frequently in multiples for the past 24 years. A number of my cars -- including two Alfa Spiders currently in my collection -- are cars I have owned more than once. My 1988 Spider Graduate I first owned from 1996-99, and it returned to me in 2015, so I have known it almost a quarter century.
To the reader most of the cars on this list are simply years and models, but to me, each was an important part of my automotive history. I had some adventures in each. I had joy and heartache in most. One of them, my 1967 Mercedes 250SE, is immortalized in my friend Lisa Brunette's book Cat in the Flock. A number of the others have been featured in magazine articles, while my '61 Alfa made the cover of the International Auto Parts catalog. The '58 Chevy Brookwood was in the movie Goodfellas, but that was before I owned it.
Alfa Romeo is the most represented marque, with a remarkable 24 entries. When it comes to corporate loyalty, 3 Fiats bring my Fiat/Alfa number to 27. I have had 10 GM products (4 Chevrolet, 4 Cadillac, and 2 Pontiac). My other leading brands with 8 each are Mercedes-Benz and Volvo.
Early on I owned one or at most two cars at a time. Resources and increased space have allowed that to grow to the present ridiculous dozen. Presently owned cars are in italics in the list below.
Brewster Thackeray Automotive Curriculum Vitae, 1985 to 2021
Alfa Romeo
1961 Giulietta Spider
1963 Giulia Spider
1981 Spider Veloce [2]
1983 Spider Veloce
1984 Spider Veloce
1986 Spider Veloce
1986 Spider Quadrifoglio
1987 Spider Graduate
1987 Spider Quadrifoglio
1988 Spider Graduate [2]
1988 Spider Quadrifoglio [2]
1991 Spider [2]
1991 Spider Veloce [4]
1991 164L
1991 164S
1992 Spider Veloce
2017 Giulia TI
[24]
Austin Healey
1967 3000 Mark 3 BJ8
[1]
Cadillac
1976 Sedan DeVille
1984 Seville
1991 Brougham
1992 Brougham stretch limousine
[4]
Chevrolet
1958 Brookwood station wagon
1984 Cavalier hatchback
1986 Cavalier V6 convertible
1988 Corvette 35th Anniversary Edition
[4]
Fiat
2012 500 Prima Edizione
2013 500 Abarth
2017 124 Spider Abarth
[3]
Jeep
1979 Wagoneer
[1]
Pontiac
1985 Fiero
1985 Firebird
[2]
Mazda
2004 RX8
[1]
Mercedes-Benz
1967 250SE
1982 300D
1985 500SEL
1988 300CE Brabus
1990 300SL
1991 560SEL
1995 E320 cabriolet
2002 C240
[8]
Porsche
1968 912
[1]
Smart
2008 Smart
[1]
Toyota
1983 Tercel
2007 Prius
[2]
Volkswagen
1979 Westfalia camper bus
1981 Rabbit Cabriolet
1982 Scirocco
1982 Quantum
[4]
Volvo
1967 122S [2]
1967 P1800S
1968 144S
1975 245 DL
1983 Turbo 245 wagon
1988 240 wagon
2004 C70 convertible
[8]
[60+ total]