The first pic looks like the soil has no aeration which is a problem. Must have been high and didnt notice it. That can make it easy to over water. I'd recommend re-potting with different soil with at least 30% perlite mixed in. If you buy the perlite separately, make sure that it has not been "enriched". Miracle grow sells perlite that has nutrients infused into the perlite so dont get that. Great for my outdoor plants, not so great for cannabis.
Also, have you considered fabric pots? They are waaaay easier to water imo as it is almost impossible to over water. As long as you have soil/medium that has good drainage then it is near impossible to over water with fabric or air pots. Not necessary, but makes my life easier.