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I think 3-4 times a week is okay. Depending on distance, five sounds like too much IMO. I think, depending on level of intensity and distance, five runs a week could cause more problems than infrequent running.
Once a week is often enough for him. As stated above, he shouldn't be over doing what he is capable to make up for not training several times a week. Once a week is long enough for a good recovery but short enough for him to stay able. Eventually he should be able to run more then once. Until his body is used to running LSD once a week, I wouldn't go more than that. Give him a couple weeks doing it once and when he feels ready, he can add another day.
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