S2, E4: The Sheckler empire is expanding by leaps and bounds and there are a lot of concepts and language that Ryan is expected to understand. It all may be a little too much for the 17-year-old budding businessman. Even with having his hands full growing a business, Ryan finds his mind constantly drifting to thoughts of Kayla – the girl who puts him in the unusual position of being the one waiting at home while she’s away on business.