Very strange my photos did not upload.

You don’t say where you’re from, but, here in California the tomatoes get tired from the heat and look like yours. I prune mine down to a foot or so and let them sprout new growth for a Fall/Early Winter crop.

Perhaps others, who are more knowledgeable about plant diseases, might have other opinions.

Just offhand, I'd have to guess blight/fungal infection. Heirlooms are notoriously unresistant to those. What to do? Not much. You can spray with fungicide, but that won't cure the infected leaves. It'll just prevent spread. So at this point, if you spray, you just have to hope that the plant can churn out a lot of new leaves that you'll keep from getting infected. Fungicides are preventatives and, for unresistant varieties, it's important to start using them early, before the infection can start.

I'd prune the affected foliage and spray with a fungicide like Daconil.

Looks like fungus (alternaria) and maybe some spider mites, too. http://ipm.ucanr.edu/PMG/GARDEN/VEGES/tomato.html