This looks like a lack of available calcium to the plant (with some sunscald that is probably on leaves that grew before the transplant, not being used to the full sun; northern regions can get a lot of sun).
I'm guessing, if this isn't a virus or pest causing the symptoms, that your soil has too much available potassium in it, which can interfere with calcium and magnesium absorption. Potassium is supposed to be more available when it's cool, which could explain why my plants with similar symptoms recover when it gets consistently hotter.
Wood chips are high in both calcium and potassium, but I know from experience that adding large amounts of both calcium and potassium seems to contribute to blossom end rot in Martino's Roma tomatoes. So, I'm guessing potassium wins when there are large amounts of both nutrients.
Adding extra nitrogen might help, if it wouldn't be too much for your soil. I believe nitrogen can inhibit potassium and vice versa. I believe I've also heard or read that calcium and nitrogen need to be in balance.
I also have experience giving tomatoes and peppers with too much potassium extra magnesium to treat apparent magnesium deficiency (but it didn't do much; I'm guessing the extra potassium stopped the plant from using it).
Calcium, potassium and silica are all important for strengthening plants. If a plant is deficient in calcium, it may be more susceptible to insect damage.
Magnesium is more available when it's cool than when it's hot (so, that might explain why you don't see obvious magnesium deficiency symptoms). Plus, it probably takes quite a bit of heat before you'd notice it, anyway.
Anyway, I could be wrong. Stormy's answer is very helpful, I think.