With $100,000 in seed money, the boys aim to make a million bucks. They split the original pot into four chunks of $25,000, and each go about their own secret, money-making missions. Dave befriends billionaire Tonny Sorenson (Von Dutch clothing) who helps him promote his own clothing article at a trade show in Vegas for sales commissions. Duncan heads to Wall Street to apprentice with Jim Cramer before investing his sum. Jonnie goes to Silicon Valley. And Ben heads to the race track.

• Sarah Silverman
• Ben Nemtin
• Dave Lingwood