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Do you own offline businesses?
What's it like to know that you can buy most things and they won't make a dent in your bank account? Is it fun, or anti-climactic, or something else? Is the "mo money, mo problems" adage true or false?
How did you grow your business initially. Did you "hire" friends or family to help you operate it. In other words are some of your closest friends also in the top chain of command at FriendFinder Inc? Or did you go straight to finding people outside of your circle of friends to delegate jobs to.
How old were you when you launched AFF? Did you run any sites prior? Why personals? Why not porn?
Do you think you could start off in the online world and repeat your current success or have similar success?
What are the most important lessons you've learned as an entrepreneur?
Did your sites ever use 3rd party billing or always merchant? Why or why not? I've read that in the early days some sites started out by taking mail orders because the internet hadn't yet created ways for billing users.
If you had to choose between money, power, or women, which would you choose?
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