Let's say you have a pile of money you're sitting on and you want to invest it. If you decide to invest it in stocks, then it's incredibly easy to track the value of your investment on a minute by minute basis. But what if you want to invest in a less-regulated asset class like, say baseball cards or art? How do you even begin to assess the price of these assets, both before and after you've purchased them?

You'd probably turn to a guy like Stefan von Imhof. For the past few years, he and a co-founder have been running a newsletter focused on alternative investments. Its weekly installments go deep on various investment categories ranging from limited edition books to water rights, and it now reaches over 85,000 subscribers.

The newsletter is not only monetized through the traditional models, but it also launched a fund for accredited investors, and Stefan's team has deployed millions of dollars across several asset classes.

In my interview with Stefan, we talked about how he got interested in alternative investments, the steps to launching a fund, and his strategy for acquiring other newsletters.