Re: flying with your bankroll...
A friend of mine was going to Vegas strictly to play cards for 2 days he wasnt even getting a room and barely brought a carryon..he also bought his ticket the same day and had 8k+ on him and he got the "moon river" by security and barely made his flight.
This happened a year after 9/11 so it may be part of the problem, carrying significant cash can draw the attentiong of the powers tht be either way...I would try to wire the money or figure out some other less conspicous way to travel with that much cash.
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