humans make mistakes and it is almost impossible to completely eliminate them from life but for you what would be more painful
1. you take a risk but it ends in a loss or;
2. you play safe but after time you see that you could have made profit if you took that leap
Taking a risk in the hopes of getting live changing results but ending to be a loss or failure is pretty bad in my view more than when I have to play safe made some profits when I could have made more if I had not played safe. In the second a profit was made irrespective of how small it is it's still better than making nothing as it is in the first question after imputing resourceful energy, time and money.