I have also wondered about this, and it goes beyond just picking a week. Some resorts and sales people claim to have staff who can make better trades for you than you can for yourself. My theory is that because the resort has someone that works full time on setting up and monitoring exchanges, they should be somewhat knowledgeable in trading. As a result, they should be able to set up trades and evaluate the likelihood of success better than most people. Under this theory though, the resort rep wouldn't be any better than a good VC.
However, I have also heard reports of sales people insinuating that resort reps have access to inventory not available to everyone. Given the source, I suspect this is BS.
Every resort I own at sends out tips on trading. From personal experience and/or tug, I know that many of these tips are oversimplified, slightly off, or just plan wrong although for the most part they seem to match the public information from the exchange company. Given that the tips are readily available by reading the exchange company manuals, I doubt the resorts really have access to somebody with real insider info. Since the resort rep would be an ideal source for that sort of info, I doubt the resort rep is much more than an on-site VC.
If this is correct, you are probably better served by reading tug since an educated tugger probably knows more about trading than a typical VC.
Just my theories. I'm curious what others think.
