The task of constructing portfolios for a set of possible investments is a fundamental task in finance; indeed, it is applicable to anyone with investable assets. We will summarize the mainstream Finance approaches to this problem and compare them to approaches inspired by Information Theory: Kelly betting and Universal Portfolios. In a surprising twist, the Financial approach and the Information Theory approach can be harmonized by applying the lens of statistical analysis.  Attendees  may even take away some very useful and easily implementable investment strategies.