You should pick investments (and teams) so you win most of your games Sports metaphors and investing are natural pairs. And while the coronavirus cancelled the 2020 NCAA March Madness tournament, it is still an excellent way to look at portfolio management. As with basketball, you should pick the top-ranked contestants, but also be flexible since things change. As you remember from years past, there are four major brackets in the tournament: East, West, Midwest and South. Think of these like the top-ranked asset classes in the markets, such as domestic stocks, international stocks, fixed income, and cash. Within each of these major brackets are the best 16 teams, which represent each of the sectors and sub-sectors in the market, including airlines, utilities, cyclicals, energy and so forth.