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

the first one could be more painful because you lose some money after believing that you could have find success in engaging in a specific project but the second one could also be more painful because you will be plagued with what if's but at least you would not have lost some money you just simply did not gain anything

what decision would be harder to live with?