I usually cut up my weed depending on the sizes of my curing jars and how I'm going to make it all fit.
Some of the jars are used exclusively for large main colas, other jars are used for more cut up smaller nugs.
Remember to not fill your jars more than 80%, this allows for a more control in the cure and is much easier to handle.
If you don't overfill you jars and you have hygrometers (or other ways) to keep RH under control, you should not have any problems with mold.
People who don't dry their weed enough and forget to burp jars and/or forget to let the jarred buds dry out if too high in RH (after first jarring), get mold issues.