Midtown Madness 3 was so much fun, that would be amazing if it worked online.
Can't believe they haven't remastered that gem.
This could be a tough one. The two big things to look out for (besides stingy publishers) are non-videogame rights and online. We don't know if they will flip the switch on old Xbox Live or have figured out some solution to run old Xbox Live games on current Xbox Live. They did not say that the games would have online so I am inclined to think they won't. That service is dead and there can't be sufficient margin to put it back on.
Non-videogame licenses are another sticking point. Midtown Madness 3 has licensed cars. Do those licenses permit downloading a new copy for backwards compatibility (which is how BC will work)? Probably not? Maybe? I don't know, it depends on how it's written. They also might have expired altogether. If Forza Horizon's licenses were only good for 4 years who knows how long Midtown Madness' were for.
Games with licensed soundtracks or cars are the least likely to be permitted, other than those with proprietary peripherals (do NOT expect to see Steel Battalion). Old sports games, for example, are probably not happening. Music games are probably not happening. And games with licensed cars are probably not happening. Though Midtown Madness is a Microsoft game so maybe they will try to re-acquire the licenses. They have deals with all those manufacturers for Forza, I think, so maybe they can just say "come on, throw in renewals for these old cars for our old game" and maybe it will happen. But I would guess not.
Even more than the cost, the licensing stuff is a ton of work. You need to figure out what licenses existed, how long they were good for, format limitations, and then if you need to renew them you need to chase down the license holders. For games that might be 15 years old that's just a ton of labor. This is mostly a PR thing, I doubt backwards compatibility is particularly profitable for them (outside of Black Ops II, which made them a few ducats) so having lawyers spend dozens of hours researching and negotiating on TOP of the technical costs is probably prohibitive.
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