They have 16 year of Jordan's to make. Within them home/away/ alternate jerseys. All star games and even two Olympics. If they want to milk they have plenty of opportunity. Not including baseball if they go that direction as well?!! Can these figures really hold their value? That's my honest concern. I don't buy to sell but it makes the purchase that much easier... Just hold damn it!
Yes they can hold their value as long as they don't re-make figures they already had made. Headsculpts being the biggest factor, which is why I am sure they are only doing 1 per figure. Having different sculpts will help the figures long term values as will different uniforms and accessories. As others have said, think of it like the Iron Man line, have they milked that to death and made 10+ figures, sure, are they still worth more than retail (at least the early ones when they were under $200 MSRP) yes they are, even when a few were remade the old ones still had values much higher than original MSRP.
I think Enterbay could easily make 6-8 more Jordans (on top of the #45 exclusives) and have them all hold their value, but they have to be smart when doing it. For instance:
1) Olympic Jersey (not sure they have the license to that, might not be included with NBA license)
2) All-Star Jersey (could be a couple but I would limit it to his All-Star game MVP ones, he had 3 of them)
3) Bulls Home (in works)
4) Bulls Away (in works)
5) Bulls Black Alternate jersey
6) Bulls 80s Uniform, hopefully they package this as one figure with home and away jerseys and 2 head sculpts, maybe a deluxe $300 figure
7) Wizards, better not be more than 1, again package home and away uniforms
8) College Jersey (again they need to get license for that), again hopefully just 1 figure, home and away jerseys
Now they could easily make a baseball version (would love that), and on multiple of the figures above release them with 1 jersey and 2 different releases (Home and Away), you could have 15 different Jordans, but I think it will be hard to sell 15 different Jordans for $250 each, especially considering it will take years to release it and prices will probably go up. The key number is probably 10, no more versions than that or values will drop because supply will be so high.