Hi Karamy,
Thanks for the acknowledgment and, yes, I am here.
The appearance of roots wandering out of a drainage hole is NOT sufficient evidence to repot. Here's why. A
plant with just a few roots might have one of them wander out of the drainage hole. It is more happenstance when this occurs, so it is not a good indicator of repotting no matter how many books and websites say that it is.
Cricket's advice is good. Stray roots can be cut off without damage to the
plant. Sometimes a mass of roots builds up in the lower inch or two of a
plant's rootball. If that happens and the rest of the rootball has adequate soil, then you can prune off that lower mass of roots, add an equivalent amount of soil to the bottom of the pot and put the rootball back into the same pot. You have not repotted, but you have provided the lower roots with a cushion of soil that they need.