I see that on my tomatoes a lot. It has never really become a big problem that threatens my tomato plants. The best thing I can say is try to pick the tomatoes a little bit early and let them ripen next to a window so they aren't exposed to bugs and other pests for too long. wishing you the best of luck!

Thanks for the advice. I will try that, but I'm still hoping for a fix. This picture was actually a very mild case. Sometimes the tomato is covered with those spots and I'm not sure if it's even healthy to eat. I'm wondering if maybe it's a bacterial thing from the standing water in the base of the planter. I mean, it's not possible to dump the water out every so often, because the plant is pretty big and the whole thing would just kind of come apart (the built-in stand, that is). In any case, that's my first theory. I'd love more!

No problemo! If that is only a mild case in the picture, then you might want to dissect one of the tomatoes with a more severe case. You might be able to find the culprit inside the tomato! If not, then i would definitely look into a pot that doesn't have a dish attached to the bottom of it (that is, if it is possible to move the plant). Just some ideas!