As Charles points out, the only way to be sure is to know what equipment you're (eventually) going to have in there. Failing that, its all guesswork, pure and simple. If for whatever reason you MUST do that guesswork now, the only semi-safe assumption is that you will eventually want/need more capacity than you (now) think; so "guess high".
Sufficient FOR WHAT? Without knowing that, it is impossible to answer reliably or usefully.
True. But it's still way cheaper than putting in something which later turns out to be insufficient, and thus having to not only (eventually) spend the $$$ for the high-capacity stuff, but also write off your investment in the "bargain basement" stuff. Not to mention the additional (duplicated) work.
This is strictly a question of convenience vs. cost, and thus a judgement call. Hence, only you can answer that.
That's not a safe assumption. There are MANY "moderate" size compressors out there which would require at least a 30A circuit; I daresay, very possibly more of them than those which would be happy on a 20A feed. Just for example, ALL of these:
http://www.aircompressorsdirect.com/tools/3-hp-single-stage-air-compressors.html would require more than 20A.
Again, you're painting with too wide a brush. Welders have their own oddball requirements; and
IF the outlet is dedicated to an arc welder, the wiring serving that outlet can actually be much lighter than you would normally think (whether or not this is a good idea remains a separate discussion). Plasma cutters are all over the map, in terms of their power requirements; some can even require 480V 3-phase (tho' the odds on such an "ambitious" model being found in a home hobbyist's shop are probably pretty slim). The point is, WE JUST DON'T KNOW.
Here's a thought... Instead of trying to predict things you really can't yet know, run some generously sized conduit from the service panel to ALL the locations where you THINK you might want a 240V power outlet, leaving a pull rope (but nothing else) inside each run. At each of those outlet those locations, install a box with a blank plate, and call it "Done" for now. If/when you do decide on exactly what equipment you're going to put at one of those locations, you can use the pull rope to run properly sized THHN through the conduit, and install your outlet (or a local disconnect for hardwired equipment -- which would include at least most of those air compressors I cited above, BTW). Obviously, the pull rope should be a bit more than double the length of the conduit run, so that it can be used repeatedly for multiple pulls.
Good.
That is DEAD WRONG.
There is absolutely NO requirement for the breaker in the service (or sub-) panel to protect whatever equipment might be plugged into an outlet. Nor is that breaker even remotely intended to do so. Its SOLE job is to protect the WIRE running from that panel to the outlet, period.
The equipment itself (whatever it might be) should (and at least usually will) have its own over-current protection, if needed.
Really? Let's pretend I'm from Missouri: Show Me.
I know of
NO provision of the NEC which prohibits oversizing wires.
Red Herring.
If the wire is adequate for 50A, then there would be absolutely NO reason to use a 20A breaker, ever; so this is a moot point.