Ray Dalio's position in Caterpillar is currently worth $2.15 Million. That's 0.01% of their equity portfolio (496th largest holding). The first Caterpillar trade was made in Q4 2008. Since then Ray Dalio bought shares 21 more times and sold shares on twenty occasions. The stake costed the investor $1.56 Million, netting the investor a gain of 38% so far.