1. About art normal people can’t afford
2. A full time speculation job
Unfortunately neither of those worked for me. I don’t know if things have changed in the last years, it seems that there are a couple more platforms around nowadays. I can go into detail about all that stuff but my personal takeaway was to completely ignore investment value in art until the price tags get close to seven figures. And yes, I still am a couple orders of magnitude away from that last price tag. I also don’t care, whatever art I own I am happy with and if I fall out of love with one piece I usually just gift it somewhere. On that last part, there are also usually some good opportunities to give art away for a good cause. Such auctions happen from time to time. I can imagine though that other people have had considerably different experiences with affordable art than mine :-)
Note: art in the above is meant to be paintings and sculptures, never bought anything else.
https://decordova.org/join-give/corporate-membership
They rotate the art through the year. Its DeCordova so the quality is highly variable, but its kind or decent. The artists don't get a lot out of it, membership and publicity...
Is a Gazelle-style site for art a thing, that's not eBay? I don't know that you'd want to get rid of art you bought very often, but if you move and it doesn't fit with the new aesthetic, you might want to swap it for something more on point.