If you look at his LinkedIn profile, it's reasonable to deduce he comes from money (possibly serious money). That said, I work in tech with a lot of people who come from serious money, and so I'd never conclude that people coming from generational wealth are lazy and unmotivated. I may have a biased sample, but the folks I've worked with are very driven. The most apparent difference that I'm comfortable generalizing is the openness to risk and failure when taking a big swing at something. Which makes sense, since you can go hard at something and not worry about financial ruin if it doesn't work out.

Also agree that the "kept" thing is stupid. If you made me guess, it's new money (Ben) and old money (Ford), and they bring in a lot of cash together. OMAAT is probably in the top 5 most successful content marketing sites in the travel space to begin with, and the shift to more hotel reviews of Four Seasons properties is absolutely no coincidence. It's more content marketing, with an added revenue stream of hotel commissions. And those commissions on FS are likely not small. If volume continues to ramp up, it's unfortunate but some contacts will likely slip unless they have the tech and people in place to maintain service levels. And without knowing anyone here or anything about their business, I'd still attribute it to that versus apathy toward the customer.