Prem Watsa acquired 2.88 Million Progressive shares worth $599 Million. It makes up 37.69% of their stock portfolio and is their biggest holding. Prem Watsa acquired their 2.88 Million shares in Q4 2008. So far they never sold any shares in the company. The stake costed the investor $40.3 Million, netting the investor a gain of 1389% so far.