Going to Vegas. How much $ should I take?

[KenProspero]

If you lost $1,000, would you still have a good vacation or would you be beating yourself up over the loss.

I wouldn't bring less than that amount -- however, you could easily lose this within normal variation.

$1500 or $2000 is better.

If losing $1,000 would bother you, bring what you can afford maybe mix in some limit. Easier to control variance that way.