Hi everyone,
Thank you so much for all the tips -- I really appreciate it! I feel much more confident about my watering. I will definitely try out the chopstick idea, both to check moisture deep inside, and to insert into the drainage holes to make sure they aren't clogged.
These are the plants in question. The BOP was a rescue so its leaves are a bit tattered, but it's putting out new growth! And my cat for scale! I also had a concern about my philodendron rojo congo, which I will be making another post on the forum. But they all appreciate your help!