As much as I like the Cadillac, I have to go with the Lincoln. It looks so much more modern and a step toward the future while the Cadillac is holding on to the past.
Only from the manic, masterful mind of our beloved & diabolical Bono, could there be yet another near impossible choice! LOL! (John, I LOVE ya man!)
The Caddy has that recognizable 'squared-off' rear fin. Some people hate it; I love it, as a distinctive Cadillac styling element. But then, I also love the sculpted fenders of the Lincoln, as they join the symmetry of the front bumper.
But while the reverse-rear-roof slant is uncommonly 'Lincoln', I have not cared for it. So, overall, I voted for the Cadillac.
I know some people don't like it when a car is referred to as "ugly", but sometimes that is the only adjective that accurately describes a car.
Such is the case with both Cadillac and Lincoln for 1958. After the incredibly drop-dead gorgeous 1956 versions for both brands, these '58's to my eyes were then and still are today, UGLY!
I have no choice, I have to vote, "Sorry, no interest in this selection".
Hey John, want you to know that I may not personally always like the cars you share with us, I always love and enjoy you doing this regular feature for us here in the Lounge. It is always a refreshing break to reflect on your choices for us to compare! And the majority of the time I can with much joy, pick one over the other of your selections. So many thanks to you!
I've never been a big fan of any Cadillac except for the '67 Eldorado which is one of the most beautifully styled automobiles ever at least IMO. I do like the reverse window on that Continental. I know it's big it's a huge car but I just really like the styling it's just way, way out there.