I think the point
@billyiddo is making, is that there's no reason to believe that the first trophy is just a hump to get over, other than a lot of people who advocate going for trophies saying so.
Looking at who has won trophies in this country lately, you have top teams who win a lot because they're top teams and then you have Leicester, Wigan, Portsmouth, Swansea, Bimingham, Boro, etc. I don't think there's anything to suggest that winning the first trophy was just a hump to any of those teams, or that any of them are more likely to win another one for having done so.
What is clear, looking at that list, is that the top 2 or 3 teams in the country keep winning pretty much everything.