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The floors of the classic Outrages can get soft due to the plywood under structure failing over time, but the time line varies greatly between boats, mostly dependent upon how they were looked after. As you've read, it's a repairable item, so not the end of the world when a rebuild is needed.

Boats that are trailer kept, under shelter hold up well. My 1985 Outrage 18 has the original floor and it's still in pretty good shape. I will have to rebuild it eventually, but right now I'm guessing I'll get at least 5 more years out of it.

Boats that are left outside with the plug in, or moored, tend to need the floor rebuilt more often, due to having more moisture in the fuel tank area for long periods of time.

There is plywood in the transom, but it's not very common for there to be problems with them. Make sure the motor mounts and thru hulls fitting are sound, and that the top edge has no more than crazing cracks, and the transom is unlikely to be a problem.

The floor is a separate component from the transom, so the issue is mostly unrelated. The exception would be a boat which has really not been looked after, which may have more than a little water in the core, but it sounds like you are looking for a good one anyways, so not really a worry.