| 2014-06-23 | Sale | The Progressive Corporation PGR | Chairman, President and CEO | 209,396 0.0356% | $25.73 | $5.39M | +4.9% | |
| 2014-06-20 | Sale | The Progressive Corporation PGR | Chairman, President and CEO | 1.28M 0.2166% | $25.85 | $33.01M | +4.19% | |
| 2006-03-30 | Sale | The Progressive Corporation PGR | President and CEO | 10,000 0.0051% | $105.02 | $1.05M | -7.67% | |
| 2004-06-21 | Sale | The Progressive Corporation PGR | President and CEO | 2,400 0.0011% | $85.27 | $204,648 | +2.49% | |
| 2004-01-28 | Sale | The Progressive Corporation PGR | President and CEO | 15,876 0.0073% | $82.10 | $1.3M | +3.54% | |
| 2003-08-29 | Sale | The Progressive Corporation PGR | President and CEO | 3,000 0.0014% | $70.06 | $210,176 | +16.62% |