Like everything in Civ, it depends on the circumstances...
A Commercial civ in a Republic that already has oodles of cash from Wall Street can churn out Courthouses quite easily and is rewarded with fairly manageable corruption. Then, having your remote city naturally grow into cash-rich Coastal squares and Hill'ed Gold can provide for many beakers, especially once you've bought them a Library & etc.
It also depends on your goals, either short-term or long-term. 9 beakers now or 4 now leading to 29 down the road a bit.
As for the OP's question, I guess if you conquer a distant town which has irrigatable Wheat or Cows or whatever then anything over +1 food gets to be a specialist. It's quite possible to get 4-6 Wheats around a town, so the temptation just to make specialists then ignore it would be pretty obvious?
Or were you thinking more along the lines of the city-cramping angle?