One issue that arises is that we may start to think it is better across the board to take the more difficult opinion when there is a difference of opinion. This is not necessarily the case. Ibn Rajab (ra) said about this “It’s possible that someone would derive from this that it is better to stay away from the difference of opinion between the scholars, because it is farther from the grey area, but the true and strong amongst the scholars are of the opinion that this is not in all cases.”
For example, there is a difference among the scholars regarding someone who knows that he made wudu but is not sure if he broke his wudu. Some of the scholars say it would be better if that person re-made their wudu, since there is doubt. But Ibn Rajab (ra) comments on this and says that this actually is not true, because it’s established that the Prophet (sas) said that the person should not make their wudu until they hear a sound or find a smell. The point is that there could be two differing opinions and one of them may be harder, but both could have a very strong foundation in the example of the Prophet (sas). If that is the case then it is not necessary to take the harder one.