I would be thinking about just how much I would have coveted one of those things back in the day. Balanced with that, would be the thought of just how useless that would be for me right now. Once cassettes started disappearing from cars (my current car with it's CD player is very old tech by now!), they seemed rather useless to me, with all of the arguments about the fidelity, cost of the tapes and then one that I always think about - that they're a PIA to cue up a song. As cool as those machines are and as much as I my former self would have loved to own one, I feel like the fact that it would surely go unused at this point, would be the thing that wins out.
I'd have a lot more gear of all sorts if simply picked up what looked cool and that I could get a good deal on, rather than thinking only of the stuff that I'd actually be likely to hook up and get some use out of...