Yes, as already said, the odds of winning all those in one season are higher than winning all those in a calendar year. The former I certainly wouldn't say is impossible, nor would the odds be as high as 100,000/1, but considering how rare it is for teams to win the Champions League in consecutive years and how difficult it now is to win the Premier League in consecutive years, I can't see that happening anytime soon. The latter however, is more achievable, though it still would probably require a very large squad to cope with the League Cup as well as the other 3 tournaments, so I could only really see Man City with the resources and squad they have, having any chance of doing the quadruple.