Thanks Chuck for the pictures!
Here are my thoughts:
It seems like that for the 3 stamina robbing the Cockfighting Pen, getting about 1600 $B is worth it for the stamina cost. The downside, however, is that you will lose quite a few robberies thanks to the recent change to the random number generator.
Also, it seems the more expensive businesses are pretty rare (or maybe not in for all servers?), and this is likely to be the case that many players are still not done Bangkok and have not yet purchased the more expensive businesses!
Spending 10 stamina to get 1 pirate or 1 drug shipment seems like a waste to me. I would rather rob chop shops and weapon shops for more parts to build cars and weapons with.
The real prize here seems to be the vast number of low cost robberies in Bangkok - this can be an easy way for players to stock up on wins and even diamonds if you are strong enough. I think, however, that the loot right now is better in New York.
I think robbing will get a lot more interesting when the next city comes out. Money will be much more important then and it will be meaningful to hit even the small properties.