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how many and how many sets are you doing each day?
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I have worked up to 500 on "push-up day". I only reached this # about 6-7 weeks back.
I normally stretch it out over a number of hours, though today I managed to get done in 2.5, which I think is my best time.
Normal routine is to do a couple bigger sets, then down to 10 at a time, then 5 at a time as I get tired.
Years ago I was going to a selection for something, and I had a guy who was already in the outfit I was trying out for, basically coaching my training.
He had me on his "5-5-6" program.
It took me a bit to work up to it too, but the punchline was a 6 day routine, followed by a restricted diet.
It was :
Monday 500 push-ups
Tuesday 500 sit-ups
Wednesday 6 mile run
Thursday 500 push-ups
Friday 500 sit-ups
Saturday 6 mile run
AKA 5-5-6.
Sunday was a rest day, and I could eat whatever I liked.
It worked, and I passed my selection.
That said, that was more than 10 years ago now.